1.
Jmol
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Jmol is computer software for molecular modelling chemical structures in 3-dimensions. Jmol returns a 3D representation of a molecule that may be used as a teaching tool and it is written in the programming language Java, so it can run on the operating systems Windows, macOS, Linux, and Unix, if Java is installed. It is free and open-source software released under a GNU Lesser General Public License version 2.0, a standalone application and a software development kit exist that can be integrated into other Java applications, such as Bioclipse and Taverna. A popular feature is an applet that can be integrated into web pages to display molecules in a variety of ways, for example, molecules can be displayed as ball-and-stick models, space-filling models, ribbon diagrams, etc. Jmol supports a range of chemical file formats, including Protein Data Bank, Crystallographic Information File, MDL Molfile. There is also a JavaScript-only version, JSmol, that can be used on computers with no Java, the Jmol applet, among other abilities, offers an alternative to the Chime plug-in, which is no longer under active development. While Jmol has many features that Chime lacks, it does not claim to reproduce all Chime functions, most notably, Chime requires plug-in installation and Internet Explorer 6.0 or Firefox 2.0 on Microsoft Windows, or Netscape Communicator 4.8 on Mac OS9. Jmol requires Java installation and operates on a variety of platforms. For example, Jmol is fully functional in Mozilla Firefox, Internet Explorer, Opera, Google Chrome, fast and Scriptable Molecular Graphics in Web Browsers without Java3D
2.
ChEMBL
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ChEMBL or ChEMBLdb is a manually curated chemical database of bioactive molecules with drug-like properties. It is maintained by the European Bioinformatics Institute, of the European Molecular Biology Laboratory, based at the Wellcome Trust Genome Campus, Hinxton, the database, originally known as StARlite, was developed by a biotechnology company called Inpharmatica Ltd. later acquired by Galapagos NV. The data was acquired for EMBL in 2008 with an award from The Wellcome Trust, resulting in the creation of the ChEMBL chemogenomics group at EMBL-EBI, the ChEMBL database contains compound bioactivity data against drug targets. Bioactivity is reported in Ki, Kd, IC50, and EC50, data can be filtered and analyzed to develop compound screening libraries for lead identification during drug discovery. ChEMBL version 2 was launched in January 2010, including 2.4 million bioassay measurements covering 622,824 compounds and this was obtained from curating over 34,000 publications across twelve medicinal chemistry journals. ChEMBLs coverage of available bioactivity data has grown to become the most comprehensive ever seen in a public database, in October 2010 ChEMBL version 8 was launched, with over 2.97 million bioassay measurements covering 636,269 compounds. ChEMBL_10 saw the addition of the PubChem confirmatory assays, in order to integrate data that is comparable to the type, ChEMBLdb can be accessed via a web interface or downloaded by File Transfer Protocol. It is formatted in a manner amenable to computerized data mining, ChEMBL is also integrated into other large-scale chemistry resources, including PubChem and the ChemSpider system of the Royal Society of Chemistry. In addition to the database, the ChEMBL group have developed tools and these include Kinase SARfari, an integrated chemogenomics workbench focussed on kinases. The system incorporates and links sequence, structure, compounds and screening data, the primary purpose of ChEMBL-NTD is to provide a freely accessible and permanent archive and distribution centre for deposited data. July 2012 saw the release of a new data service, sponsored by the Medicines for Malaria Venture. The data in this service includes compounds from the Malaria Box screening set, myChEMBL, the ChEMBL virtual machine, was released in October 2013 to allow users to access a complete and free, easy-to-install cheminformatics infrastructure. In December 2013, the operations of the SureChem patent informatics database were transferred to EMBL-EBI, in a portmanteau, SureChem was renamed SureChEMBL. 2014 saw the introduction of the new resource ADME SARfari - a tool for predicting and comparing cross-species ADME targets
3.
ChemSpider
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ChemSpider is a database of chemicals. ChemSpider is owned by the Royal Society of Chemistry, the database contains information on more than 50 million molecules from over 500 data sources including, Each chemical is given a unique identifier, which forms part of a corresponding URL. This is an approach to develop an online chemistry database. The search can be used to widen or restrict already found results, structure searching on mobile devices can be done using free apps for iOS and for the Android. The ChemSpider database has been used in combination with text mining as the basis of document markup. The result is a system between chemistry documents and information look-up via ChemSpider into over 150 data sources. ChemSpider was acquired by the Royal Society of Chemistry in May,2009, prior to the acquisition by RSC, ChemSpider was controlled by a private corporation, ChemZoo Inc. The system was first launched in March 2007 in a release form. ChemSpider has expanded the generic support of a database to include support of the Wikipedia chemical structure collection via their WiChempedia implementation. A number of services are available online. SyntheticPages is an interactive database of synthetic chemistry procedures operated by the Royal Society of Chemistry. Users submit synthetic procedures which they have conducted themselves for publication on the site and these procedures may be original works, but they are more often based on literature reactions. Citations to the published procedure are made where appropriate. They are checked by an editor before posting. The pages do not undergo formal peer-review like a journal article. The comments are moderated by scientific editors. The intention is to collect practical experience of how to conduct useful chemical synthesis in the lab, while experimental methods published in an ordinary academic journal are listed formally and concisely, the procedures in ChemSpider SyntheticPages are given with more practical detail. Comments by submitters are included as well, other publications with comparable amounts of detail include Organic Syntheses and Inorganic Syntheses
4.
European Chemicals Agency
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ECHA is the driving force among regulatory authorities in implementing the EUs chemicals legislation. ECHA helps companies to comply with the legislation, advances the safe use of chemicals, provides information on chemicals and it is located in Helsinki, Finland. The Agency, headed by Executive Director Geert Dancet, started working on 1 June 2007, the REACH Regulation requires companies to provide information on the hazards, risks and safe use of chemical substances that they manufacture or import. Companies register this information with ECHA and it is freely available on their website. So far, thousands of the most hazardous and the most commonly used substances have been registered, the information is technical but gives detail on the impact of each chemical on people and the environment. This also gives European consumers the right to ask whether the goods they buy contain dangerous substances. The Classification, Labelling and Packaging Regulation introduces a globally harmonised system for classifying and labelling chemicals into the EU. This worldwide system makes it easier for workers and consumers to know the effects of chemicals, companies need to notify ECHA of the classification and labelling of their chemicals. So far, ECHA has received over 5 million notifications for more than 100000 substances, the information is freely available on their website. Consumers can check chemicals in the products they use, Biocidal products include, for example, insect repellents and disinfectants used in hospitals. The Biocidal Products Regulation ensures that there is information about these products so that consumers can use them safely. ECHA is responsible for implementing the regulation, the law on Prior Informed Consent sets guidelines for the export and import of hazardous chemicals. Through this mechanism, countries due to hazardous chemicals are informed in advance and have the possibility of rejecting their import. Substances that may have effects on human health and the environment are identified as Substances of Very High Concern 1. These are mainly substances which cause cancer, mutation or are toxic to reproduction as well as substances which persist in the body or the environment, other substances considered as SVHCs include, for example, endocrine disrupting chemicals. Companies manufacturing or importing articles containing these substances in a concentration above 0 and they are required to inform users about the presence of the substance and therefore how to use it safely. Consumers have the right to ask the retailer whether these substances are present in the products they buy, once a substance has been officially identified in the EU as being of very high concern, it will be added to a list. This list is available on ECHA’s website and shows consumers and industry which chemicals are identified as SVHCs, Substances placed on the Candidate List can then move to another list
5.
International Chemical Identifier
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Initially developed by IUPAC and NIST from 2000 to 2005, the format and algorithms are non-proprietary. The continuing development of the standard has supported since 2010 by the not-for-profit InChI Trust. The current version is 1.04 and was released in September 2011, prior to 1.04, the software was freely available under the open source LGPL license, but it now uses a custom license called IUPAC-InChI Trust License. Not all layers have to be provided, for instance, the layer can be omitted if that type of information is not relevant to the particular application. InChIs can thus be seen as akin to a general and extremely formalized version of IUPAC names and they can express more information than the simpler SMILES notation and differ in that every structure has a unique InChI string, which is important in database applications. Information about the 3-dimensional coordinates of atoms is not represented in InChI, the InChI algorithm converts input structural information into a unique InChI identifier in a three-step process, normalization, canonicalization, and serialization. The InChIKey, sometimes referred to as a hashed InChI, is a fixed length condensed digital representation of the InChI that is not human-understandable. The InChIKey specification was released in September 2007 in order to facilitate web searches for chemical compounds and it should be noted that, unlike the InChI, the InChIKey is not unique, though collisions can be calculated to be very rare, they happen. In January 2009 the final 1.02 version of the InChI software was released and this provided a means to generate so called standard InChI, which does not allow for user selectable options in dealing with the stereochemistry and tautomeric layers of the InChI string. The standard InChIKey is then the hashed version of the standard InChI string, the standard InChI will simplify comparison of InChI strings and keys generated by different groups, and subsequently accessed via diverse sources such as databases and web resources. Every InChI starts with the string InChI= followed by the version number and this is followed by the letter S for standard InChIs. The remaining information is structured as a sequence of layers and sub-layers, the layers and sub-layers are separated by the delimiter / and start with a characteristic prefix letter. The six layers with important sublayers are, Main layer Chemical formula and this is the only sublayer that must occur in every InChI. The atoms in the formula are numbered in sequence, this sublayer describes which atoms are connected by bonds to which other ones. Describes how many hydrogen atoms are connected to each of the other atoms, the condensed,27 character standard InChIKey is a hashed version of the full standard InChI, designed to allow for easy web searches of chemical compounds. Most chemical structures on the Web up to 2007 have been represented as GIF files, the full InChI turned out to be too lengthy for easy searching, and therefore the InChIKey was developed. With all databases currently having below 50 million structures, such duplication appears unlikely at present, a recent study more extensively studies the collision rate finding that the experimental collision rate is in agreement with the theoretical expectations. Example, Morphine has the structure shown on the right, as the InChI cannot be reconstructed from the InChIKey, an InChIKey always needs to be linked to the original InChI to get back to the original structure
6.
Simplified molecular-input line-entry system
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The simplified molecular-input line-entry system is a specification in form of a line notation for describing the structure of chemical species using short ASCII strings. SMILES strings can be imported by most molecule editors for conversion back into two-dimensional drawings or three-dimensional models of the molecules, the original SMILES specification was initiated in the 1980s. It has since modified and extended. In 2007, a standard called OpenSMILES was developed in the open-source chemistry community. Other linear notations include the Wiswesser Line Notation, ROSDAL and SLN, the original SMILES specification was initiated by David Weininger at the USEPA Mid-Continent Ecology Division Laboratory in Duluth in the 1980s. The Environmental Protection Agency funded the project to develop SMILES. It has since modified and extended by others, most notably by Daylight Chemical Information Systems. In 2007, a standard called OpenSMILES was developed by the Blue Obelisk open-source chemistry community. Other linear notations include the Wiswesser Line Notation, ROSDAL and SLN, in July 2006, the IUPAC introduced the InChI as a standard for formula representation. SMILES is generally considered to have the advantage of being slightly more human-readable than InChI, the term SMILES refers to a line notation for encoding molecular structures and specific instances should strictly be called SMILES strings. However, the term SMILES is also used to refer to both a single SMILES string and a number of SMILES strings, the exact meaning is usually apparent from the context. The terms canonical and isomeric can lead to confusion when applied to SMILES. The terms describe different attributes of SMILES strings and are not mutually exclusive, typically, a number of equally valid SMILES strings can be written for a molecule. For example, CCO, OCC and CC all specify the structure of ethanol, algorithms have been developed to generate the same SMILES string for a given molecule, of the many possible strings, these algorithms choose only one of them. This SMILES is unique for each structure, although dependent on the algorithm used to generate it. These algorithms first convert the SMILES to a representation of the molecular structure. A common application of canonical SMILES is indexing and ensuring uniqueness of molecules in a database, there is currently no systematic comparison across commercial software to test if such flaws exist in those packages. SMILES notation allows the specification of configuration at tetrahedral centers, and these are structural features that cannot be specified by connectivity alone and SMILES which encode this information are termed isomeric SMILES
7.
Chemical formula
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These are limited to a single typographic line of symbols, which may include subscripts and superscripts. A chemical formula is not a name, and it contains no words. Although a chemical formula may imply certain simple chemical structures, it is not the same as a full chemical structural formula. Chemical formulas can fully specify the structure of only the simplest of molecules and chemical substances, the simplest types of chemical formulas are called empirical formulas, which use letters and numbers indicating the numerical proportions of atoms of each type. Molecular formulas indicate the numbers of each type of atom in a molecule. For example, the formula for glucose is CH2O, while its molecular formula is C6H12O6. This is possible if the relevant bonding is easy to show in one dimension, an example is the condensed molecular/chemical formula for ethanol, which is CH3-CH2-OH or CH3CH2OH. For reasons of structural complexity, there is no condensed chemical formula that specifies glucose, chemical formulas may be used in chemical equations to describe chemical reactions and other chemical transformations, such as the dissolving of ionic compounds into solution. A chemical formula identifies each constituent element by its chemical symbol, in empirical formulas, these proportions begin with a key element and then assign numbers of atoms of the other elements in the compound, as ratios to the key element. For molecular compounds, these numbers can all be expressed as whole numbers. For example, the formula of ethanol may be written C2H6O because the molecules of ethanol all contain two carbon atoms, six hydrogen atoms, and one oxygen atom. Some types of compounds, however, cannot be written with entirely whole-number empirical formulas. An example is boron carbide, whose formula of CBn is a variable non-whole number ratio with n ranging from over 4 to more than 6.5. When the chemical compound of the consists of simple molecules. These types of formulas are known as molecular formulas and condensed formulas. A molecular formula enumerates the number of atoms to reflect those in the molecule, so that the formula for glucose is C6H12O6 rather than the glucose empirical formula. However, except for very simple substances, molecular chemical formulas lack needed structural information, for simple molecules, a condensed formula is a type of chemical formula that may fully imply a correct structural formula. For example, ethanol may be represented by the chemical formula CH3CH2OH
8.
Density
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The density, or more precisely, the volumetric mass density, of a substance is its mass per unit volume. The symbol most often used for density is ρ, although the Latin letter D can also be used. Mathematically, density is defined as mass divided by volume, ρ = m V, where ρ is the density, m is the mass, and V is the volume. In some cases, density is defined as its weight per unit volume. For a pure substance the density has the numerical value as its mass concentration. Different materials usually have different densities, and density may be relevant to buoyancy, purity, osmium and iridium are the densest known elements at standard conditions for temperature and pressure but certain chemical compounds may be denser. Thus a relative density less than one means that the floats in water. The density of a material varies with temperature and pressure and this variation is typically small for solids and liquids but much greater for gases. Increasing the pressure on an object decreases the volume of the object, increasing the temperature of a substance decreases its density by increasing its volume. In most materials, heating the bottom of a results in convection of the heat from the bottom to the top. This causes it to rise relative to more dense unheated material, the reciprocal of the density of a substance is occasionally called its specific volume, a term sometimes used in thermodynamics. Density is a property in that increasing the amount of a substance does not increase its density. Archimedes knew that the irregularly shaped wreath could be crushed into a cube whose volume could be calculated easily and compared with the mass, upon this discovery, he leapt from his bath and ran naked through the streets shouting, Eureka. As a result, the term eureka entered common parlance and is used today to indicate a moment of enlightenment, the story first appeared in written form in Vitruvius books of architecture, two centuries after it supposedly took place. Some scholars have doubted the accuracy of this tale, saying among other things that the method would have required precise measurements that would have been difficult to make at the time, from the equation for density, mass density has units of mass divided by volume. As there are units of mass and volume covering many different magnitudes there are a large number of units for mass density in use. The SI unit of kilogram per metre and the cgs unit of gram per cubic centimetre are probably the most commonly used units for density.1,000 kg/m3 equals 1 g/cm3. In industry, other larger or smaller units of mass and or volume are often more practical, see below for a list of some of the most common units of density
9.
Melting point
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The melting point of a solid is the temperature at which it changes state from solid to liquid at atmospheric pressure. At the melting point the solid and liquid phase exist in equilibrium, the melting point of a substance depends on pressure and is usually specified at standard pressure. When considered as the temperature of the change from liquid to solid. Because of the ability of some substances to supercool, the point is not considered as a characteristic property of a substance. For most substances, melting and freezing points are approximately equal, for example, the melting point and freezing point of mercury is 234.32 kelvins. However, certain substances possess differing solid-liquid transition temperatures, for example, agar melts at 85 °C and solidifies from 31 °C to 40 °C, such direction dependence is known as hysteresis. The melting point of ice at 1 atmosphere of pressure is close to 0 °C. In the presence of nucleating substances the freezing point of water is the same as the melting point, the chemical element with the highest melting point is tungsten, at 3687 K, this property makes tungsten excellent for use as filaments in light bulbs. Many laboratory techniques exist for the determination of melting points, a Kofler bench is a metal strip with a temperature gradient. Any substance can be placed on a section of the strip revealing its thermal behaviour at the temperature at that point, differential scanning calorimetry gives information on melting point together with its enthalpy of fusion. A basic melting point apparatus for the analysis of crystalline solids consists of an oil bath with a transparent window, the several grains of a solid are placed in a thin glass tube and partially immersed in the oil bath. The oil bath is heated and with the aid of the melting of the individual crystals at a certain temperature can be observed. In large/small devices, the sample is placed in a heating block, the measurement can also be made continuously with an operating process. For instance, oil refineries measure the point of diesel fuel online, meaning that the sample is taken from the process. This allows for more frequent measurements as the sample does not have to be manually collected, for refractory materials the extremely high melting point may be determined by heating the material in a black body furnace and measuring the black-body temperature with an optical pyrometer. For the highest melting materials, this may require extrapolation by several hundred degrees, the spectral radiance from an incandescent body is known to be a function of its temperature. An optical pyrometer matches the radiance of a body under study to the radiance of a source that has been previously calibrated as a function of temperature, in this way, the measurement of the absolute magnitude of the intensity of radiation is unnecessary. However, known temperatures must be used to determine the calibration of the pyrometer, for temperatures above the calibration range of the source, an extrapolation technique must be employed
10.
Boiling point
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The boiling point of a substance is the temperature at which the vapor pressure of the liquid equals the pressure surrounding the liquid and the liquid changes into a vapor. The boiling point of a liquid varies depending upon the environmental pressure. A liquid in a vacuum has a lower boiling point than when that liquid is at atmospheric pressure. A liquid at high pressure has a boiling point than when that liquid is at atmospheric pressure. For a given pressure, different liquids boil at different temperatures, for example, water boils at 100 °C at sea level, but at 93.4 °C at 2,000 metres altitude. The normal boiling point of a liquid is the case in which the vapor pressure of the liquid equals the defined atmospheric pressure at sea level,1 atmosphere. At that temperature, the pressure of the liquid becomes sufficient to overcome atmospheric pressure. The standard boiling point has been defined by IUPAC since 1982 as the temperature at which boiling occurs under a pressure of 1 bar, the heat of vaporization is the energy required to transform a given quantity of a substance from a liquid into a gas at a given pressure. Liquids may change to a vapor at temperatures below their boiling points through the process of evaporation, evaporation is a surface phenomenon in which molecules located near the liquids edge, not contained by enough liquid pressure on that side, escape into the surroundings as vapor. On the other hand, boiling is a process in which molecules anywhere in the liquid escape, a saturated liquid contains as much thermal energy as it can without boiling. The saturation temperature is the temperature for a corresponding saturation pressure at which a liquid boils into its vapor phase, the liquid can be said to be saturated with thermal energy. Any addition of energy results in a phase transition. If the pressure in a system remains constant, a vapor at saturation temperature will begin to condense into its liquid phase as thermal energy is removed, similarly, a liquid at saturation temperature and pressure will boil into its vapor phase as additional thermal energy is applied. The boiling point corresponds to the temperature at which the pressure of the liquid equals the surrounding environmental pressure. Thus, the point is dependent on the pressure. Boiling points may be published with respect to the NIST, USA standard pressure of 101.325 kPa, at higher elevations, where the atmospheric pressure is much lower, the boiling point is also lower. The boiling point increases with increased pressure up to the critical point, the boiling point cannot be increased beyond the critical point. Likewise, the point decreases with decreasing pressure until the triple point is reached
11.
Nutmeg
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Nutmeg is one of the two spices – the other being mace – derived from several species of tree in the genus Myristica. The most important commercial species is Myristica fragrans, a tree indigenous to the Banda Islands in the Moluccas of Indonesia. The first harvest of nutmeg trees takes place 7–9 years after planting, Nutmeg is usually used in powdered form. This is the tropical fruit that is the source of two different spices, obtained from different parts of the plant. Several other commercial products are produced from the trees, including essential oils, extracted oleoresins. The common or fragrant nutmeg, Myristica fragrans, is native to the Banda Islands in the Moluccas, other species used to adulterate the spice include Papuan nutmeg M. argentea from New Guinea, and M. malabarica from India. In the 17th-century work Hortus Botanicus Malabaricus, Hendrik van Rheede records that Indians learned the usage of nutmeg from the Indonesians through ancient trade routes, Nutmeg trees are dioecious plants which are propagated sexually and asexually, the latter being the standard. Sexual propagation by seedling yields 50% male seedlings, which are unproductive, epicotyl grafting, approach grafting, and patch budding have proved successful, with epicotyl grafting being the most widely adopted standard. Air-layering, or marcotting, is an alternative though not preferred method because of its low success rate, Nutmeg and mace have similar sensory qualities, with nutmeg having a slightly sweeter and mace a more delicate flavour. Mace is often preferred in light dishes for the bright orange, Nutmeg is used for flavouring many dishes, usually in ground or grated form, and is best grated fresh in a nutmeg grater. In Indonesian cuisine, nutmeg is used in dishes, mainly in many spicy soups, such as some variant of soto, konro, oxtail soup, sup iga, bakso. It is also used in gravy for meat dishes, such as beef stew, ribs with tomato, to European derived dishes such as bistik, rolade. Sliced nutmeg fruit flesh could be made as manisan, either wet, in Penang cuisine, dried, shredded nutmeg rind with sugar coating is used as toppings on the uniquely Penang ais kacang. Nutmeg rind is also blended or boiled to make iced nutmeg juice, in Indian cuisine, nutmeg is used in many sweet, as well as savoury, dishes. It is also added in quantities as a medicine for infants. It may also be used in quantities in garam masala. Ground nutmeg is also smoked in India, in Middle Eastern cuisine, ground nutmeg is often used as a spice for savoury dishes. In traditional European cuisine, nutmeg and mace are used especially in dishes and in processed meat products, they are also used in soups, sauces
12.
Saturation (chemistry)
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In chemistry, saturation has diverse meanings, all based on the idea of reaching a maximum capacity. In organic chemistry, a compound is a hydrocarbon which has no double or triple bonds. For example, consider three similar organic compounds that are less saturated, ethane, ethylene, and ethyne. Ethane, a saturated compound, has only single bonds between its hydrogen and carbon atoms. Ethylene, a compound of ethane, has a carbon double bond. Finally ethyne, the completely unsaturated compound of ethane, has a triple bond. The concept of saturation can be described using various naming systems, formulas, for instance, IUPAC nomenclature is a system of naming conventions used to describe the type and location of unsaturation within organic compounds. The degree of unsaturation is a used to summarize and diagram the amount of hydrogen that a compound can bind. Unsaturation can be determined by NMR, mass spectrometry and IR spectroscopy, tallow consists mainly of triglycerides, whose major constituents are derived from the saturated stearic and monounsaturated oleic acids. Many vegetable oils contain fatty acids with one or more double bonds in them, in organometallic chemistry, an unsaturated complex has fewer than 18 valence electrons and thus is susceptible to oxidative addition or coordination of an additional ligand. Unsaturation is characteristic of many catalysts because it is usually a requirement for substrate activation, in contrast, a coordinatively saturated complex resists undergoing substitution and oxidative addition reactions. In physical chemistry, saturation is the point at which the solute of a substance can dissolve no more of that substance and additional amounts of it will appear as a separate phase. This point of concentration, the saturation point, depends on the temperature and pressure of the solution as well as the chemical nature of the substances involved. Impurities, being present in lower concentration, do not saturate the solvent. If a change in conditions means that the concentration is higher than the saturation point. In physical chemistry, when referring to processes, saturation denotes the degree at which a binding site is fully occupied. For example, base refers to the fraction of exchangeable cations that are base cations. In biochemistry, the saturation refers to the fraction of total protein binding sites that are occupied at any given time
13.
Fatty alcohol
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Fatty alcohols are usually high-molecular-weight, straight-chain primary alcohols, but can also range from as few as 4–6 carbons to as many as 22–26, derived from natural fats and oils. The precise chain length varies with the source, some commercially important fatty alcohols are lauryl, stearyl, and oleyl alcohols. They are colourless oily liquids or waxy solids, although impure samples may appear yellow, fatty alcohols usually have an even number of carbon atoms and a single alcohol group attached to the terminal carbon. Some are unsaturated and some are branched and they are widely used in industry. As with fatty acids, they are referred to generically by the number of carbon atoms in the molecule, such as a C12 alcohol. Most fatty alcohols in nature are found as waxes which are esters with fatty acids and they are produced by bacteria, plants and animals for purposes of buoyancy, as source of metabolic water and energy, biosonar lenses and for thermal insulation in the form of waxes. Fatty alcohols were unavailable until the early 1900s and they were originally obtained by reduction of wax esters with sodium by the Bouveault–Blanc reduction process. In the 1930s catalytic hydrogenation was commercialized, which allowed the conversion of fatty acid esters, typically tallow, in the 1940s and 1950s, petrochemicals became an important source of chemicals, and Karl Ziegler had discovered the polymerization of ethylene. These two developments opened the way to synthetic fatty alcohols, the traditional sources of fatty alcohols have largely been various vegetable oils and these remain a large-scale feedstock. Animal fats were of importance, particularly whale oil, however they are no longer used on a large scale. Tallows produce a narrow range of alcohols, predominantly C16–C18. The alcohols are obtained from the triglycerides, which form the bulk of the oil, the process involves the transesterification of the triglycerides to give methyl esters which are then hydrogenated to give the fatty alcohols. Higher alcohols can be obtained from rapeseed oil or mustard seed oil, midcut alcohols are obtained from coconut oil or palm kernel oil. Fatty alcohols are also prepared from petrochemical sources, in the Ziegler process, ethylene is oligomerized using triethylaluminium followed by air oxidation. Shell does this by means of an intermediate metathesis reaction, the resultant mixture is fractionated and hydroformylated/hydrogenated in a subsequent step. Fatty alcohols are used in the production of detergents and surfactants. They are components also of cosmetics, foods, and as industrial solvents, due to their amphipathic nature, fatty alcohols behave as nonionic surfactants. They find use as co-emulsifiers, emollients and thickeners in cosmetics, about 50% of fatty alcohols used commercially are of natural origin, the remainder being synthetic
14.
Diethyl ether
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Diethyl ether or simply ether, is an organic compound in the ether class with the formula 2O. It is a colorless, highly flammable liquid. It is commonly used as a solvent in laboratories and as a fluid for some engines. It was formerly used as an anesthetic, until non-flammable drugs were developed. It has been used as a drug to cause intoxication. The compound may have created by either Jābir ibn Hayyān in the 8th century or Ramon Llull in 1275. At about the time, Paracelsus discovered ethers analgesic properties in chickens. The name ether was given to the substance in 1729 by August Sigmund Frobenius and it is particularly important as a solvent in the production of cellulose plastics such as cellulose acetate. Ether starting fluid is sold and used in countries with cold climates, for the same reason it is also used as a component of the fuel mixture for carbureted compression ignition model engines. In this way diethyl ether is very similar to one of its precursors, diethyl ether is a common laboratory aprotic solvent. It has limited solubility in water and dissolves 1.5 g/100 ml water at 25 °C and this, coupled with its high volatility, makes it ideal for use as the non-polar solvent in liquid-liquid extraction. When used with a solution, the diethyl ether layer is on top due to the fact that it has a lower density than the water. It is also a solvent for the Grignard reaction in addition to other reactions involving organometallic reagents. Morton participated in a demonstration of ether anesthesia on October 16,1846 at the Ether Dome in Boston. British doctors were aware of the properties of ether as early as 1840 where it was widely prescribed in conjunction with opium. Because of its associations with Boston, the use of ether became known as the Yankee Dodge, diethyl ether depresses the myocardium and increases tracheobronchial secretions. Diethyl ether could also be mixed with other agents such as chloroform to make C. E. mixture, or chloroform. In the 2000s, ether is rarely used, the use of flammable ether was displaced by nonflammable fluorinated hydrocarbon anesthetics
15.
Ethanol
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Ethanol, also called alcohol, ethyl alcohol, and drinking alcohol, is the principal type of alcohol found in alcoholic beverages. It is a volatile, flammable, colorless liquid with a characteristic odor. Its chemical formula is C 2H 6O, which can be written also as CH 3-CH 2-OH or C 2H 5-OH, ethanol is mostly produced by the fermentation of sugars by yeasts, or by petrochemical processes. It is a psychoactive drug, causing a characteristic intoxication. It is widely used as a solvent, as fuel, and as a feedstock for synthesis of other chemicals, the eth- prefix and the qualifier ethyl in ethyl alcohol originally come from the name ethyl assigned in 1834 to the group C 2H 5- by Justus Liebig. He coined the word from the German name Aether of the compound C 2H 5-O-C 2H5, according to the Oxford English Dictionary, Ethyl is a contraction of the Ancient Greek αἰθήρ and the Greek word ύλη. The name ethanol was coined as a result of a resolution that was adopted at the International Conference on Chemical Nomenclature that was held in April 1892 in Geneva, Switzerland. The term alcohol now refers to a class of substances in chemistry nomenclature. The Oxford English Dictionary claims that it is a loan from Arabic al-kuḥl, a powdered ore of antimony used since aniquity as a cosmetic. The use of alcohol for ethanol is modern, first recorded 1753, the systematic use in chemistry dates to 1850. Ethanol is used in medical wipes and most common antibacterial hand sanitizer gels as an antiseptic, ethanol kills organisms by denaturing their proteins and dissolving their lipids and is effective against most bacteria and fungi, and many viruses. However, ethanol is ineffective against bacterial spores, ethanol may be administered as an antidote to methanol and ethylene glycol poisoning. Ethanol, often in high concentrations, is used to dissolve many water-insoluble medications, as a central nervous system depressant, ethanol is one of the most commonly consumed psychoactive drugs. The amount of ethanol in the body is typically quantified by blood alcohol content, small doses of ethanol, in general, produce euphoria and relaxation, people experiencing these symptoms tend to become talkative and less inhibited, and may exhibit poor judgment. Ethanol is commonly consumed as a drug, especially while socializing. The largest single use of ethanol is as a fuel and fuel additive. Brazil in particular relies heavily upon the use of ethanol as an engine fuel, gasoline sold in Brazil contains at least 25% anhydrous ethanol. Hydrous ethanol can be used as fuel in more than 90% of new gasoline fueled cars sold in the country, Brazilian ethanol is produced from sugar cane and noted for high carbon sequestration
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Hydrogenation
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Hydrogenation – to treat with hydrogen – is a chemical reaction between molecular hydrogen and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is employed to reduce or saturate organic compounds. Hydrogenation typically constitutes the addition of pairs of atoms to a molecule. Catalysts are required for the reaction to be usable, non-catalytic hydrogenation takes place only at high temperatures. Hydrogenation reduces double and triple bonds in hydrocarbons and it has three components, the unsaturated substrate, the hydrogen and, invariably, a catalyst. The reduction reaction is carried out at different temperatures and pressures depending upon the substrate, the same catalysts and conditions that are used for hydrogenation reactions can also lead to isomerization of the alkenes from cis to trans. This process is of great interest because hydrogenation technology generates most of the fat in foods. A reaction where bonds are broken while hydrogen is added is called hydrogenolysis, some hydrogenations of polar bonds are accompanied by hydrogenolysis. For hydrogenation, the source of hydrogen is H2 gas itself. The hydrogenation process often uses greater than 1 atmosphere of H2, usually conveyed from the cylinders, gaseous hydrogen is produced industrially from hydrocarbons by the process known as steam reforming. For many applications, hydrogen is transferred from donor molecules such as acid, isopropanol. These hydrogen donors undergo dehydrogenation to, respectively, carbon dioxide, acetone and these processes are called transfer hydrogenations. Typical substrates are listed in the table With rare exceptions, H2 is unreactive toward organic compounds in the absence of metal catalysts, the unsaturated substrate is chemisorbed onto the catalyst, with most sites covered by the substrate. In heterogeneous catalysts, hydrogen forms surface hydrides from which hydrogens can be transferred to the chemisorbed substrate, platinum, palladium, rhodium, and ruthenium form highly active catalysts, which operate at lower temperatures and lower pressures of H2. Non-precious metal catalysts, especially based on nickel have also been developed as economical alternatives. The trade-off is activity vs. cost of the catalyst and cost of the apparatus required for use of high pressures, notice that the Raney-nickel catalysed hydrogenations require high pressures, Catalysts are usually classified into two broad classes, homogeneous catalysts and heterogeneous catalysts. Homogeneous catalysts dissolve in the solvent that contains the unsaturated substrate, heterogeneous catalysts are solids that are suspended in the same solvent with the substrate or are treated with gaseous substrate. Some well known homogeneous catalysts are indicated below and these are coordination complexes that activate both the unsaturated substrate and the H2
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Myristic acid
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Myristic acid, also called tetradecanoic acid, is a common saturated fatty acid with the molecular formula CH312COOH. A myristate is a salt or ester of myristic acid, myristic acid is named after the nutmeg Myristica fragrans. Nutmeg butter has 75% trimyristin, the triglyceride of myristic acid, besides nutmeg, myristic acid is also found in palm kernel oil, coconut oil, butter fat and is a minor component of many other animal fats. It is also found in spermaceti, the fraction of oil from the sperm whale. It is also found in the rhizomes of the Iris, including Orris root, myristic acid is commonly added co-translationally to the penultimate, nitrogen-terminus, glycine in receptor-associated kinases to confer the membrane localisation of the enzyme. The myristic acid has a sufficiently high hydrophobicity to become incorporated into the fatty acyl core of the bilayer of the plasma membrane of the eukaryotic cell. In this way, myristic acid acts as an anchor in biomembranes. The ester isopropyl myristate is used in cosmetic and topical medicinal preparations where good absorption through the skin is desired, reduction of myristic acid yields myristyl aldehyde and myristyl alcohol
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Palm kernel oil
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Palm kernel oil is an edible plant oil derived from the kernel of the oil palm Elaeis guineensis. It should not be confused with the two edible oils derived from palm fruits, palm oil, extracted from the pulp of the oil palm fruit. Palm kernel oil, palm oil, and coconut oil are three of the few highly saturated vegetable fats, these give the name to the 16-carbon saturated fatty acid palmitic acid that they contain. Palm kernel oil, which is semi-solid at room temperature, is more saturated than palm oil and it is commonly used in commercial cooking because of its relatively low cost, and because it remains stable at high cooking temperatures and can be stored longer than other vegetable oils. Oil from the African oil palm Elaeis guineensis has long recognized in West African countries. European merchants trading with West Africa occasionally purchased palm oil for use in Europe, sekhar was appointed founder and chairman. Porims scientists work in oil palm tree breeding, palm oil nutrition, porim was renamed Malaysian Palm Oil Board in 2000. Palm kernel oil, similarly to coconut oil, is high in saturated fats and is more saturated than palm oil, Palm kernel oil is high in lauric acid which has been shown to raise blood cholesterol levels, both as LDL-C and HDL-C. Palm kernel oil does not contain cholesterol or trans fatty acids, Palm kernel oil is commonly used in commercial cooking because it is lower in cost than other oils and remains stable at high cooking temperatures. The oil can also be stored longer than other vegetable oils, the split-off fatty acids are a mixture ranging from C4 to C18, depending on the type of oil/fat. Resembling coconut oil, palm oil is packed with myristic and lauric fatty acids and therefore suitable for the manufacture of soaps, washing powders. Lauric acid is important in making, a good soap must contain at least 15 per cent laurate for quick lathering. Derivatives of palmitic acid were used in combination with naphtha during World War II to produce napalm
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Coconut oil
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Coconut oil, or copra oil, is an edible oil extracted from the kernel or meat of mature coconuts harvested from the coconut palm. Because of its high saturated fat content, it is slow to oxidize and, thus, resistant to rancidification, Coconut oil can be extracted through dry or wet processing. Dry processing requires that the meat be extracted from the shell and dried using fire, sunlight, the copra is pressed or dissolved with solvents, producing the coconut oil and a high-protein, high-fiber mash. The mash is of quality for human consumption and is instead fed to ruminants. The all-wet process uses raw coconut rather than dried copra, the more problematic step is breaking up the emulsion to recover the oil. This used to be done by prolonged boiling, but this produces an oil and is not economical. Modern techniques use centrifuges and pre-treatments including cold, heat, acids, salts, enzymes, electrolysis, shock waves, steam distillation, wet processes also require investment of equipment and energy, incurring high capital and operating costs. Proper harvesting of the coconut makes a significant difference in the efficacy of the oil-making process, copra made from immature nuts is more difficult to work with and produces an inferior product with lower yields. Conventional coconut oil processors use hexane as a solvent to extract up to 10% more oil than produced with just rotary mills and they then refine the oil to remove certain free fatty acids to reduce susceptibility to rancidification. Virgin coconut oil can be produced from coconut milk, meat. Producing it from the fresh meat involves either wet-milling or drying the residue, VCO can also be extracted from fresh meat by grating and drying it to a moisture content of 10–12%, then using a manual press to extract the oil. Producing it from coconut milk involves grating the coconut and mixing it with water, the milk can also be fermented for 36–48 hours, the oil removed, and the cream heated to remove any remaining oil. A third option involves using a centrifuge to separate the oil from the other liquids, Coconut oil can also be extracted from the dry residue left over from the production of coconut milk. A thousand mature coconuts weighing approximately 1,440 kilograms yield around 170 kilograms of copra from which around 70 litres of oil can be extracted. Refined, bleached, and deodorized oil is made from copra, dried coconut kernel. This yields practically all the oil present, amounting to more than 60% of the dry weight of the coconut and this crude coconut oil is not suitable for consumption because it contains contaminants and must be refined with further heating and filtering. Another method for extraction of coconut oil involves the action of alpha-amylase, polygalacturonases. Unlike virgin coconut oil, refined coconut oil has no taste or aroma
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Hydroformylation
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Hydroformylation, also known as oxo synthesis or oxo process, is an industrial process for the production of aldehydes from alkenes. The process was developed by the German chemist Otto Roelen in 1938 and this chemical reaction entails the net addition of a formyl group and a hydrogen atom to a carbon-carbon double bond. This process has undergone continuous growth since its invention, Production capacity reached 6. 6×106 tons in 1995 and it is important because aldehydes are easily converted into many secondary products. For example, the resulting aldehydes are hydrogenated to alcohols that are converted to plasticizers or detergents, Hydroformylation is also used in speciality chemicals, relevant to the organic synthesis of fragrances and drugs. The development of hydroformylation, which originated within the German coal-based industry, is considered one of the achievements of 20th-century industrial chemistry. The process typically entails treatment of an alkene with high pressures of carbon monoxide, invariably, the catalyst dissolves in the reaction medium, i. e. hydroformylation is an example of homogeneous catalysis. The discovery of this reaction is attributed to Otto Roelen, who was investigating the Fischer-Tropsch reaction, aldehydes and diethylketone were obtained when ethylene was added to an F-T reactor. Through these studies, Roelen discovered the involvement of cobalt catalysts, hCo4, which had been isolated prior to Roelen, was shown to be an excellent catalyst. The term oxo synthesis was created by the Ruhrchemie patent department, subsequent work demonstrated that the ligand tributylphosphine improved the selectivity of the cobalt-catalysed process. In the 1960s, highly active rhodium catalysts were discovered, since the 1970s, most hydroformylation relies on catalysts based on rhodium. Subsequent research led to the development of catalysts that facilitate the separation of the products from the catalyst. The overall mechanism resembles that for homogeneous hydrogenation with additional steps, the reaction begins with the generation of coordinatively unsaturated metal hydrido carbonyl complex such as HCo3 and HRh3. Such species bind alkenes, and the complex undergoes a migratory insertion reaction to form an alkyl complex. A key consideration of hydroformylation is the normal vs. iso selectivity, of course, both products are not equally desirable. Much research was dedicated to the quest for catalyst that favored the normal isomer, when the hydrogen is transferred to the carbon bearing the most hydrogen atoms the resulting alkyl group has a larger steric bulk close to the ligands on the cobalt. If the ligands on the cobalt are bulky, then this steric effect is greater, hence, the mixed carbonyl/phosphine complexes offer a greater selectivity toward the straight chain products. In addition, the more electron-rich the hydride complex is the less proton-like the hydride is, thus, as a result, the electronic effects that favour the Markovnikov addition to an alkene are less able to direct the hydride to the carbon atom bearing the most hydrogens already. Thus, as a result, as the centre becomes more electron-rich
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Moisturizer
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Moisturizers or emollients are complex mixtures of chemical agents specially designed to make the external layers of the skin softer and more pliable. They increase the skins hydration by reducing evaporation, naturally occurring skin lipids and sterols, as well as artificial or natural oils, humectants, emollients, lubricants, etc. may be part of the composition of commercial skin moisturizers. They usually are available as products for cosmetic and therapeutic uses. Moisturizers prevent and treat dry skin, protect sensitive skin, improve skin tone and texture, moisturizers can be used to prevent the skin from becoming too dry or oily, such as with light, non-greasy water-based moisturizers. Such moisturizers often contain lightweight oils, such as alcohol, or silicone-derived ingredients. For treating skin dryness, the most appropriate moisturizers are heavier, oil-based moisturizers that contain ingredients such as antioxidants, for very dry, cracked skin, petrolatum-based products are preferable, as they are longer-lasting than creams and are more effective in preventing water evaporation. For oily skin, moisturizers can still be useful after activities causing skin dryness, such as skin care products. For oily skin, water-based moisturizers that are specifically non-comedogenic are preferable, appropriate moisturizers to keep aging skin soft and well hydrated are oil-based ones that contain petrolatum as the base, along with antioxidants or alpha hydroxy acids against wrinkles. In eczema it is generally best to match thicker ointments to the driest, flakiest skin, light emollients such as aqueous cream may not have any effect on severely dry skin. Some common emollients for the relief of eczema include Oilatum, Balneum, Medi Oil, Diprobase, bath oils, sebexol, Epaderm ointment, Exederm and Eucerin lotion or cream may also be helpful with itching. Lotions or creams may be applied directly to the skin after bathing to lock in moisture, moisturizing gloves can be worn while sleeping. Generally, twice-daily applications of emollients work best, while creams are easy to apply, they are quickly absorbed into the skin, and therefore need frequent reapplication. Ointments, with water content, stay on the skin for longer and need fewer applications. Recently, ceramides, which are the major constituent of the stratum corneum, have been used in the treatment of eczema. They are often one of the ingredients of modern moisturizers and these lipids were also successfully produced synthetically in the laboratory. Emollients are best applied immediately after bathing when the skin is well hydrated, three methods are used to moisturize skin, Occlusives, These work by forming a thin film on the surface of the skin to prevent loss of moisture. Humectants, These attract water vapor from the air to moisturize the skin, restoration of deficient materials, These are more complex and try to restore natural moisturizing factors on the skin, such as amino-lipids. Four popular moisturizers were tested, providing the same result and it is not yet known if the same applies to humans
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Surfactants
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Surfactants are compounds that lower the surface tension between two liquids or between a liquid and a solid. Surfactants may act as detergents, wetting agents, emulsifiers, foaming agents, the term surfactant is a blend of surface active agent. In the United States National Library of Medicines Medical Subject Headings vocabulary, for the more general meaning, surface active agent/s is the heading. Surfactants are usually organic compounds that are amphiphilic, meaning they contain both hydrophobic groups and hydrophilic groups, therefore, a surfactant contains both a water-insoluble component and a water-soluble component. Surfactants will diffuse in water and adsorb at interfaces between air and water or at the interface between oil and water, in the case where water is mixed with oil. The water-insoluble hydrophobic group may extend out of the water phase, into the air or into the oil phase. World production of surfactants is estimated at 15 Mton/y, of which half are soaps. Other surfactants produced on a large scale are linear alkylbenzenesulfonates, lignin sulfonates, fatty alcohol ethoxylates. Other types of aggregates can also be formed, such as spherical or cylindrical micelles or lipid bilayers, the shape of the aggregates depends on the chemical structure of the surfactants, namely the balance in size between hydrophilic head and hydrophobic tail. A measure of this is the HLB, Hydrophilic-lipophilic balance, Surfactants reduce the surface tension of water by adsorbing at the liquid-air interface. The relation that links the surface tension and the excess is known as the Gibbs isotherm. The dynamics of adsorption depend on the coefficient of the surfactant. As the interface is created, the adsorption is limited by the diffusion of the surfactant to the interface, in some cases, there can exist an energetic barrier to adsorption or desorption of the surfactant. If such a barrier limits the rate, the dynamics are said to be ‘kinetically limited. Such energy barriers can be due to steric or electrostatic repulsions, the surface rheology of surfactant layers, including the elasticity and viscosity of the layer, play an important role in the stability of foams and emulsions. Interfacial and surface tension can be characterized by classical methods such as the -pendant or spinning drop method, surface rheology can be characterized by the oscillating drop method or shear surface rheometers such as double-cone, double-ring or magnetic rod shear surface rheometer. In solution, detergents help solubilize a variety of species by dissociating aggregates. Popular surfactants in the laboratory are SDS and CTAB
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Alcohol
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In chemistry, an alcohol is any organic compound in which the hydroxyl functional group is bound to a saturated carbon atom. The term alcohol originally referred to the alcohol ethanol, the predominant alcohol in alcoholic beverages. The suffix -ol in non-systematic names also typically indicates that the substance includes a functional group and, so. But many substances, particularly sugars contain hydroxyl functional groups without using the suffix, an important class of alcohols, of which methanol and ethanol are the simplest members is the saturated straight chain alcohols, the general formula for which is CnH2n+1OH. The word alcohol is from the Arabic kohl, a used as an eyeliner. Al- is the Arabic definite article, equivalent to the in English, alcohol was originally used for the very fine powder produced by the sublimation of the natural mineral stibnite to form antimony trisulfide Sb 2S3, hence the essence or spirit of this substance. It was used as an antiseptic, eyeliner, and cosmetic, the meaning of alcohol was extended to distilled substances in general, and then narrowed to ethanol, when spirits as a synonym for hard liquor. Bartholomew Traheron, in his 1543 translation of John of Vigo, Vigo wrote, the barbarous auctours use alcohol, or alcofoll, for moost fine poudre. The 1657 Lexicon Chymicum, by William Johnson glosses the word as antimonium sive stibium, by extension, the word came to refer to any fluid obtained by distillation, including alcohol of wine, the distilled essence of wine. Libavius in Alchymia refers to vini alcohol vel vinum alcalisatum, Johnson glosses alcohol vini as quando omnis superfluitas vini a vino separatur, ita ut accensum ardeat donec totum consumatur, nihilque fæcum aut phlegmatis in fundo remaneat. The words meaning became restricted to spirit of wine in the 18th century and was extended to the class of substances so-called as alcohols in modern chemistry after 1850, the term ethanol was invented 1892, based on combining the word ethane with ol the last part of alcohol. In the IUPAC system, in naming simple alcohols, the name of the alkane chain loses the terminal e and adds ol, e. g. as in methanol and ethanol. When necessary, the position of the group is indicated by a number between the alkane name and the ol, propan-1-ol for CH 3CH 2CH 2OH, propan-2-ol for CH 3CHCH3. If a higher priority group is present, then the prefix hydroxy is used, in other less formal contexts, an alcohol is often called with the name of the corresponding alkyl group followed by the word alcohol, e. g. methyl alcohol, ethyl alcohol. Propyl alcohol may be n-propyl alcohol or isopropyl alcohol, depending on whether the group is bonded to the end or middle carbon on the straight propane chain. As described under systematic naming, if another group on the molecule takes priority, Alcohols are then classified into primary, secondary, and tertiary, based upon the number of carbon atoms connected to the carbon atom that bears the hydroxyl functional group. The primary alcohols have general formulas RCH2OH, the simplest primary alcohol is methanol, for which R=H, and the next is ethanol, for which R=CH3, the methyl group. Secondary alcohols are those of the form RRCHOH, the simplest of which is 2-propanol, for the tertiary alcohols the general form is RRRCOH
24.
Primary alcohol
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A primary alcohol is an alcohol which has the hydroxyl group connected to a primary carbon atom. It can also be defined as a molecule containing a “–CH2OH” group, in contrast, a secondary alcohol has a formula “–CHROH” and a tertiary alcohol has a formula “–CR2OH”, where “R” indicates a carbon-containing group. Examples of primary alcohols include ethanol and butanol, some sources include methanol as a primary alcohol, including the 1911 edition of the Encyclopædia Britannica, but this interpretation is less common in modern texts. Alcohol Oxidation of primary alcohols to carboxylic acids
25.
1-Heptanol
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1-Heptanol is an alcohol with a seven carbon chain and the structural formula of CH36OH. It is a colorless liquid that is very slightly soluble in water. There are three isomers of heptanol that have a straight chain, 2-heptanol, 3-heptanol, and 4-heptanol. Heptanol is commonly used in cardiac electrophysiology experiments to block gap junctions, increasing axial resistance will decrease conduction velocity and increase the hearts susceptibility to reentrant excitation and sustained arrhythmias. 1-Heptanol has a pleasant smell and is used in cosmetics for its fragrance
26.
1-Nonanol
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1-Nonanol/ˈnoʊnənɒl/ is a straight chain fatty alcohol with nine carbon atoms and the molecular formula CH38OH. It is a colorless to yellow liquid with a citrus odor similar to citronella oil. Nonanol occurs naturally in the orange oil, the primary use of nonanol is in the manufacture of artificial lemon oil. Various esters of nonanol, such as acetate, are used in perfumery. 1-Nonanol shares similar properties to those of other primary alcohols. It is poorly absorbed through the skin and is irritating to the eyes. Vapors can be damaging to the lungs, causing pulmonary edema in severe cases, oral exposure results in symptoms similar to those of ethanol intoxication, and like ethanol consumption, can cause liver damage
27.
1-Decanol
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1-Decanol is a straight chain fatty alcohol with ten carbon atoms and the molecular formula C10H22O. It is a colorless to light yellow liquid that is insoluble in water and has an aromatic odor. The interfacial tension against water at 20 °C is 8.97 mN/m, decanol can be prepared by the hydrogenation of decanoic acid, which occurs in modest quantities in coconut oil and palm kernel oil. It may also be produced synthetically via the Ziegler process, decanol is used in the manufacture of plasticizers, lubricants, surfactants and solvents. Its ability to permeate the skin has led to it being investigated as an enhancer for transdermal drug delivery. Like other medium chain fatty alcohols, 1-decanol is able to permeate the skin which can lead to irritation
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Undecanol
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Undecanol, also known by its IUPAC name 1-undecanol or undecan-1-ol, and by its trivial names undecyl alcohol and hendecanol, is a fatty alcohol. Undecanol is a colorless, water-insoluble liquid of melting point 19 °C and it has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods. It is commonly produced by the reduction of 1-undecanal, the analogous aldehyde, 1-Undecanol is found naturally in many foods such as fruits, butter, eggs and cooked pork. Undecanol can irritate the skin, eyes and lungs, ingestion can be harmful, with the approximate toxicity of ethanol
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Dodecanol
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Dodecanol /ˈdoʊˈdɛkɑːnɒl/ is an organic compound with the chemical formula CH310CH2OH. It is tasteless, colourless solid with a floral smell and it is classified as a fatty alcohol. In 1993, the European demand of dodecanol was around 60 thousand tons per year and it can be obtained from palm kernel or coconut oil fatty acids and methyl esters by hydrogenation. It may also be produced synthetically via the Ziegler process, dodecanol is used to make surfactants, lubricating oils, pharmaceuticals, in the formation of monolithic polymers and as a flavor enhancing food additive. In cosmetics, dodecanol is used as an emollient and it is also the precursor to dodecanal, an important fragrance. It has about half the toxicity of ethanol, but it is harmful to marine organisms. The mutual solubility of 1-dodecanol and water has been quantified as follows, MSDS at Oxford MSDS at J. T. Baker
30.
Cetyl alcohol
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Cetyl alcohol /ˈsiːtəl/, also known as hexadecan-1-ol and palmityl alcohol, is a fatty alcohol with the formula CH315OH. At room temperature, cetyl alcohol takes the form of a white solid or flakes. The name cetyl derives from the oil from which it was first isolated. Cetyl alcohol was discovered in 1817 by the French chemist Michel Chevreul when he heated spermaceti, flakes of cetyl alcohol were left behind on cooling. Modern production is based around the reduction of acid, which is obtained from palm oil. Cetyl alcohol is used in the industry as an opacifier in shampoos, or as an emollient, emulsifier or thickening agent in the manufacture of skin creams. It is also employed as a lubricant for nuts and bolts, people who suffer from eczema can be sensitive to cetyl alcohol, though this may be due to impurities rather than cetyl alcohol itself. However, cetyl alcohol is included in medications used for the treatment of eczema
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Stearyl alcohol
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Stearyl alcohol is an organic compound with the formula CH316CH2OH. It is classified as a fatty alcohol and it takes the form of white granules or flakes, which are insoluble in water. It has a range of uses as an ingredient in lubricants, resins, perfumes. It is used as an emollient, emulsifier, and thickener in ointments of various sorts and it has also found application as an evaporation suppressing monolayer when applied to the surface of water. Stearyl alcohol is prepared from stearic acid or some fats by the process of catalytic hydrogenation
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