Optical brighteners, optical brightening agents, fluorescent brightening agents, or fluorescent whitening agents, are chemical compounds that absorb light in the ultraviolet and violet region of the electromagnetic spectrum, re-emit light in the blue region by fluorescence. Fluorescent emission is a short-lived period of light emission by a fluorophore, unlike phosphorescence, long-lived; these additives are used to enhance the appearance of color of fabric and paper, causing a "whitening" effect. The most common classes of compounds with this property are the stilbenes, e.g. 4,4′-diamino-2,2′-stilbenedisulfonic acid. Older, non-commercial fluorescent chemicals include as umbelliferone, which absorbs in the UV portion of the spectrum and re-emit it in the blue portion of the visible spectrum. A white surface treated with an optical brightener can emit more visible light than that which shines on it, making it appear brighter; the blue light emitted by the brightener compensates for the diminishing blue of the treated material and changes the hue away from yellow or brown and toward white.
400 brightener types are listed in the Colour Index, but fewer than 90 are produced commercially, only a handful are commercially important. Generically, the C. I. FBA number can be assigned to a specific substance, some are duplicated, since manufacturers apply for the index number when they produce it; the global OBA production for paper and detergents is dominated by just a few di- and tetra-sulfonated triazole-stilbenes and a di-sulfonated stilbene-biphenyl derivatives. The stilbene derivatives are subject to fading upon prolonged exposure to UV, due to the formation of optically inactive cis-stilbenes, they are degraded by oxygen in air, like most dye colorants. All brighteners have extended conjugation and/or aromaticity; some non-stilbene brighteners are used in more permanent applications such as whitening synthetic fiber. Brighteners can be "boosted" by the addition of certain polyols, such as high molecular weight polyethylene glycol or polyvinyl alcohol; these additives increase the visible blue light emissions significantly.
Brighteners can be "quenched". Excess brightener will cause a greening effect as emissions start to show above the blue region in the visible spectrum. Brighteners are added to laundry detergents to make the clothes appear cleaner. Cleaned laundry appears yellowish, which consumers do not like. Optical brighteners have replaced bluing, used to produce the same effect. Brighteners are used in many papers high brightness papers, resulting in their fluorescent appearance under UV illumination. Paper brightness is measured at 457 nm, well within the fluorescent activity range of brighteners. Paper used for banknotes does not contain optical brighteners, so a common method for detecting counterfeit notes is to check for fluorescence. Optical brighteners have found use in cosmetics. One application is to formulas for washing and conditioning grey or blonde hair, where the brightener can not only increase the luminance and sparkle of the hair, but can correct dull, yellowish discoloration without darkening the hair.
Some advanced face and eye powders contain optical brightener microspheres that brighten shadowed or dark areas of the skin, such as "tired eyes". A side effect of textile optical whitening is to make the treated fabrics more visible with Night Vision Devices than non-treated ones; this may not be desirable for military or other applications. Optically brightened paper is not useful in exacting photographic or art applications, since the whiteness decreases with time. End uses of optical brighteners include: Detergent whitener Paper brightening Fiber whitening Textile whitening Color-correcting or brightening additive in advanced cosmetic formulas Some brighteners can cause allergic reactions when in contact with skin, depending on the individual
Simplified molecular-input line-entry system
The simplified molecular-input line-entry system is a specification in the 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 been extended. In 2007, an open standard called. Other linear notations include the Wiswesser line notation, ROSDAL, SYBYL Line Notation; the original SMILES specification was initiated by David Weininger at the USEPA Mid-Continent Ecology Division Laboratory in Duluth in the 1980s. Acknowledged for their parts in the early development were "Gilman Veith and Rose Russo and Albert Leo and Corwin Hansch for supporting the work, Arthur Weininger and Jeremy Scofield for assistance in programming the system." The Environmental Protection Agency funded the initial project to develop SMILES. It has since been modified and extended by others, most notably by Daylight Chemical Information Systems.
In 2007, an open 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 considered to have the advantage of being more human-readable than InChI; the term SMILES refers to a line notation for encoding molecular structures and specific instances should be called SMILES strings. However, the term SMILES is commonly used to refer to both a single SMILES string and a number of SMILES strings; the terms "canonical" and "isomeric" can lead to some confusion when applied to SMILES. The terms are not mutually exclusive. A number of 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; this SMILES is unique for each structure, although dependent on the canonicalization algorithm used to generate it, is termed the canonical SMILES.
These algorithms first convert the SMILES to an internal representation of the molecular structure. Various algorithms for generating canonical SMILES have been developed and include those by Daylight Chemical Information Systems, OpenEye Scientific Software, MEDIT, Chemical Computing Group, MolSoft LLC, the Chemistry Development Kit. A common application of canonical SMILES is indexing and ensuring uniqueness of molecules in a database; the original paper that described the CANGEN algorithm claimed to generate unique SMILES strings for graphs representing molecules, but the algorithm fails for a number of simple cases and cannot be considered a correct method for representing a graph canonically. There is 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, double bond geometry; these are structural features that cannot be specified by connectivity alone and SMILES which encode this information are termed isomeric SMILES.
A notable feature of these rules is. The term isomeric SMILES is applied to SMILES in which isotopes are specified. In terms of a graph-based computational procedure, SMILES is a string obtained by printing the symbol nodes encountered in a depth-first tree traversal of a chemical graph; the chemical graph is first trimmed to remove hydrogen atoms and cycles are broken to turn it into a spanning tree. Where cycles have been broken, numeric suffix labels are included to indicate the connected nodes. Parentheses are used to indicate points of branching on the tree; the resultant SMILES form depends on the choices: of the bonds chosen to break cycles, of the starting atom used for the depth-first traversal, of the order in which branches are listed when encountered. Atoms are represented by the standard abbreviation of the chemical elements, in square brackets, such as for gold. Brackets may be omitted in the common case of atoms which: are in the "organic subset" of B, C, N, O, P, S, F, Cl, Br, or I, have no formal charge, have the number of hydrogens attached implied by the SMILES valence model, are the normal isotopes, are not chiral centers.
All other elements must be enclosed in brackets, have charges and hydrogens shown explicitly. For instance, the SMILES for water may be written as either O or. Hydrogen may be written as a separate atom; when brackets are used, the symbol H is added if the atom in brackets is bonded to one or more hydrogen, followed by the number of hydrogen atoms if greater than 1 by the sign + for a positive charge or by - for a negative charge. For example, for ammonium. If there is more than one charge, it is written as digit.
Benzene is an organic chemical compound with the chemical formula C6H6. The benzene molecule is composed of six carbon atoms joined in a ring with one hydrogen atom attached to each; as it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is one of the elementary petrochemicals. Due to the cyclic continuous pi bond between the carbon atoms, benzene is classed as an aromatic hydrocarbon, the second -annulene, it is sometimes abbreviated PhH. Benzene is a colorless and flammable liquid with a sweet smell, is responsible for the aroma around petrol stations, it is used as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. As benzene has a high octane number, aromatic derivatives like toluene and xylene comprise up to 25% of gasoline. Benzene itself has been limited to less than 1 % in gasoline. Most non-industrial applications have been limited as well for the same reason.
The word "benzene" derives from "gum benzoin", an aromatic resin known to European pharmacists and perfumers since the 15th century as a product of southeast Asia. An acidic material was derived from benzoin by sublimation, named "flowers of benzoin", or benzoic acid; the hydrocarbon derived from benzoic acid thus acquired benzol, or benzene. Michael Faraday first isolated and identified benzene in 1825 from the oily residue derived from the production of illuminating gas, giving it the name bicarburet of hydrogen. In 1833, Eilhard Mitscherlich produced it by distilling benzoic lime, he gave the compound the name benzin. In 1836, the French chemist Auguste Laurent named the substance "phène". In 1845, Charles Mansfield, working under August Wilhelm von Hofmann, isolated benzene from coal tar. Four years Mansfield began the first industrial-scale production of benzene, based on the coal-tar method; the sense developed among chemists that a number of substances were chemically related to benzene, comprising a diverse chemical family.
In 1855, Hofmann used the word "aromatic" to designate this family relationship, after a characteristic property of many of its members. In 1997, benzene was detected in deep space; the empirical formula for benzene was long known, but its polyunsaturated structure, with just one hydrogen atom for each carbon atom, was challenging to determine. Archibald Scott Couper in 1858 and Joseph Loschmidt in 1861 suggested possible structures that contained multiple double bonds or multiple rings, but too little evidence was available to help chemists decide on any particular structure. In 1865, the German chemist Friedrich August Kekulé published a paper in French suggesting that the structure contained a ring of six carbon atoms with alternating single and double bonds; the next year he published a much longer paper in German on the same subject. Kekulé used evidence that had accumulated in the intervening years—namely, that there always appeared to be only one isomer of any monoderivative of benzene, that there always appeared to be three isomers of every disubstituted derivative—now understood to correspond to the ortho and para patterns of arene substitution—to argue in support of his proposed structure.
Kekulé's symmetrical ring could explain these curious facts, as well as benzene's 1:1 carbon-hydrogen ratio. The new understanding of benzene, hence of all aromatic compounds, proved to be so important for both pure and applied chemistry that in 1890 the German Chemical Society organized an elaborate appreciation in Kekulé's honor, celebrating the twenty-fifth anniversary of his first benzene paper. Here Kekulé spoke of the creation of the theory, he said that he had discovered the ring shape of the benzene molecule after having a reverie or day-dream of a snake seizing its own tail. This vision, came to him after years of studying the nature of carbon-carbon bonds; this was 7 years after he had solved the problem of how carbon atoms could bond to up to four other atoms at the same time. Curiously, a similar, humorous depiction of benzene had appeared in 1886 in a pamphlet entitled Berichte der Durstigen Chemischen Gesellschaft, a parody of the Berichte der Deutschen Chemischen Gesellschaft, only the parody had monkeys seizing each other in a circle, rather than snakes as in Kekulé's anecdote.
Some historians have suggested that the parody was a lampoon of the snake anecdote already well known through oral transmission if it had not yet appeared in print. Kekulé's 1890 speech in which this anecdote appeared has been translated into English. If the anecdote is the memory of a real event, circumstances mentioned in the story suggest that it must have happened early in 1862; the cyclic nature of benzene was confirmed by the crystallographer Kathleen Lonsdale in 1929. The German chemist Wilhelm Körner suggested the prefixes ortho-, meta-, para- to distinguish di-substituted benzene derivatives in 1867, it was the German chemist Karl Gräbe who, in 1869, first used the prefixes ortho-, meta-, para- to denote specific relative locations of the substituents on a di-substituted aromatic ring (viz, nap
European Chemicals Agency
The European Chemicals Agency is an agency of the European Union which manages the technical and administrative aspects of the implementation of the European Union regulation called Registration, Evaluation and Restriction of Chemicals. ECHA is the driving force among regulatory authorities in implementing the EU's chemicals legislation. ECHA helps companies to comply with the legislation, advances the safe use of chemicals, provides information on chemicals and addresses chemicals of concern, it is located in Finland. The agency headed by Executive Director Bjorn Hansen, started working on 1 June 2007; the REACH Regulation requires companies to provide information on the hazards 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 used substances have been registered; the information is technical but gives detail on the impact of each chemical on people and the environment.
This gives European consumers the right to ask retailers whether the goods they buy contain dangerous substances. The Classification 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 and how to use products safely because the labels on products are now the same throughout the world. Companies need to notify ECHA of the labelling of their chemicals. So far, ECHA has received over 5 million notifications for more than 100 000 substances; the information is available on their website. Consumers can check chemicals in the products. Biocidal products include, for example, insect disinfectants used in hospitals; the Biocidal Products Regulation ensures that there is enough 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 import of hazardous chemicals.
Through this mechanism, countries due to receive hazardous chemicals are informed in advance and have the possibility of rejecting their import. Substances that may have serious effects on human health and the environment are identified as Substances of Very High Concern 1; these are substances which cause cancer, mutation or are toxic to reproduction as well as substances which persist in the body or the environment and do not break down. Other substances considered. Companies manufacturing or importing articles containing these substances in a concentration above 0,1% weight of the article, have legal obligations, 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 identified in the EU as being of 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 move to another list. This means that, after a given date, companies will not be allowed to place the substance on the market or to use it, unless they have been given prior authorisation to do so by ECHA. One of the main aims of this listing process is to phase out SVHCs where possible. In its 2018 substance evaluation progress report, ECHA said chemical companies failed to provide “important safety information” in nearly three quarters of cases checked that year. "The numbers show a similar picture to previous years" the report said. The agency noted that member states need to develop risk management measures to control unsafe commercial use of chemicals in 71% of the substances checked. Executive Director Bjorn Hansen called non-compliance with REACH a "worry". Industry group CEFIC acknowledged the problem; the European Environmental Bureau called for faster enforcement to minimise chemical exposure. European Chemicals Bureau Official website
Pyridine is a basic heterocyclic organic compound with the chemical formula C5H5N. It is structurally related to benzene, with one methine group replaced by a nitrogen atom, it is a flammable, weakly alkaline, water-soluble liquid with a distinctive, unpleasant fish-like smell. Pyridine is colorless; the pyridine ring occurs in many important compounds, including agrochemicals and vitamins. Pyridine was produced from coal tar. Today it is synthesized on the scale of about 20,000 tonnes per year worldwide; the molecular electric dipole moment is 2.2 debyes. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. At 25 °C pyridine has a viscosity of 0.88 mPa/s and thermal conductivity of 0.166 W·m−1·K−1. The enthalpy of vaporization is 35.09 kJ · mol − 1 at normal pressure. The enthalpy of fusion is 8.28 kJ·mol−1 at the melting point. The critical parameters of pyridine are pressure 6.70 MPa, temperature 620 K and volume 229 cm3·mol−1.
In the temperature range 340–426 °C its vapor pressure p can be described with the Antoine equation log 10 p = A − B C + T where T is temperature, A = 4.16272, B = 1371.358 K and C = −58.496 K. Akin to benzene, pyridine ring forms a C5N hexagon. Electron localization in pyridine is reflected in the shorter C–N ring bond, whereas the carbon–carbon bonds in the pyridine ring have the same 139 pm length as in benzene; these bond lengths lie between the values for the single and double bonds and are typical of aromatic compounds. Pyridine crystallizes in an orthorhombic crystal system with space group Pna21 and lattice parameters a = 1752 pm, b = 897 pm, c = 1135 pm, 16 formula units per unit cell. For comparison, crystalline benzene is orthorhombic, with space group Pbca, a = 729.2 pm, b = 947.1 pm, c = 674.2 pm, but the number of molecules per cell is only 4. This difference is related to the lower symmetry of the individual pyridine molecule. A trihydrate is known; the optical absorption spectrum of pyridine in hexane contains three bands at the wavelengths of 195 nm, 251 nm and 270 nm.
The 1H nuclear magnetic resonance spectrum of pyridine contains three signals with the integral intensity ratio of 2:1:2 that correspond to the three chemically different protons in the molecule. These signals originate from γ-proton and β-protons; the carbon analog of pyridine, has only one proton signal at 7.27 ppm. The larger chemical shifts of the α- and γ-protons in comparison to benzene result from the lower electron density in the α- and γ-positions, which can be derived from the resonance structures; the situation is rather similar for the 13C NMR spectra of pyridine and benzene: pyridine shows a triplet at δ = 150 ppm, δ = 124 ppm and δ = 136 ppm, whereas benzene has a single line at 129 ppm. All shifts are quoted for the solvent-free substances. Pyridine is conventionally detected by mass spectrometry methods; because of the electronegative nitrogen in the pyridine ring, the molecule is electron deficient. It, enters less into electrophilic aromatic substitution reactions than benzene derivatives.
Correspondingly pyridine is more prone to nucleophilic substitution, as evidenced by the ease of metalation by strong organometallic bases. The reactivity of pyridine can be distinguished for three chemical groups. With electrophiles, electrophilic substitution takes place where pyridine expresses aromatic properties. With nucleophiles, pyridine reacts at positions 2 and 4 and thus behaves similar to imines and carbonyls; the reaction with many Lewis acids results in the addition to the nitrogen atom of pyridine, similar to the reactivity of tertiary amines. The ability of pyridine and its derivatives to oxidize, forming amine oxides, is a feature of tertiary amines; the nitrogen center of pyridine features a basic lone pair of electrons. This lone pair does not overlap with the aromatic π-system ring pyridine is a basic, having chemical properties similar to those of tertiary amines. Protonation gives pyridinium, C5H5NH+; the pKa of the conjugate acid is 5.25. The structures of pyridine and pyridinium are identical.
The pyridinium cation is isoelectronic with benzene. Pyridinium p-toluenesulfonate is an illustrative pyridinium salt. In addition to protonation, pyridine undergoes N-centered alkylation, N-oxidation. Pyridine has a conjugated system of six π electrons; the molecule is planar and, follows the Hückel criteria for aromatic systems. In contrast to benzene, the electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. For this reason, pyridine has a dipole moment and a weaker resonant stabilization than benzene (re
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring. Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis and applications of these heterocycles. Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass, many natural and synthetic dyes. Although heterocyclic chemical compounds may be inorganic compounds or organic compounds, most contain at least one carbon. While atoms that are neither carbon nor hydrogen are referred to in organic chemistry as heteroatoms, this is in comparison to the all-carbon backbone, but this does not prevent a compound such as borazine from being labelled "heterocyclic". IUPAC recommends the Hantzsch-Widman nomenclature for naming heterocyclic compounds. Heterocyclic compounds can be usefully classified based on their electronic structure; the saturated heterocycles behave like the acyclic derivatives. Thus and tetrahydrofuran are conventional amines and ethers, with modified steric profiles.
Therefore, the study of heterocyclic chemistry focuses on unsaturated derivatives, the preponderance of work and applications involves unstrained 5- and 6-membered rings. Included are pyridine, thiophene and furan. Another large class of heterocycles are fused to benzene rings, which for pyridine, thiophene and furan are quinoline, benzothiophene and benzofuran, respectively. Fusion of two benzene rings gives rise to a third large family of compounds the acridine, dibenzothiophene and dibenzofuran; the unsaturated rings can be classified according to the participation of the heteroatom in the conjugated system, pi system. Heterocycles with three atoms in the ring are more reactive because of ring strain; those containing one heteroatom are, in general, stable. Those with two heteroatoms are more to occur as reactive intermediates. Common 3-membered heterocycles with one heteroatom are: Those with two heteroatoms include: Compounds with one heteroatom: Compounds with two heteroatoms: With heterocycles containing five atoms, the unsaturated compounds are more stable because of aromaticity.
The 5-membered ring compounds containing two heteroatoms, at least one of, nitrogen, are collectively called the azoles. Thiazoles and isothiazoles contain a nitrogen atom in the ring. Dithiolanes have two sulfur atoms. A large group of 5-membered ring compounds with three heteroatoms exists. One example is dithiazoles that contain a nitrogen atom. Six-membered rings with a single heteroatom: With two heteroatoms: With three heteroatoms: With four heteroatoms: With five heteroatoms: The hypothetical compound with six nitrogen heteroatoms would be hexazine. With 7-membered rings, the heteroatom must be able to provide an empty pi orbital for "normal" aromatic stabilization to be available. Compounds with one heteroatom include: Those with two heteroatoms include: Names in italics are retained by IUPAC and they do not follow the Hantzsch-Widman nomenclature Heterocyclic rings systems that are formally derived by fusion with other rings, either carbocyclic or heterocyclic, have a variety of common and systematic names.
For example, with the benzo-fused unsaturated nitrogen heterocycles, pyrrole provides indole or isoindole depending on the orientation. The pyridine analog is isoquinoline. For azepine, benzazepine is the preferred name; the compounds with two benzene rings fused to the central heterocycle are carbazole and dibenzoazepine. Thienothiophene are the fusion of two thiophene rings. Phosphaphenalenes are a tricyclic phosphorus-containing heterocyclic system derived from the carbocycle phenalene; the history of heterocyclic chemistry began in the 1800s, in step with the development of organic chemistry. Some noteworthy developments: 1818: Brugnatelli isolates alloxan from uric acid 1832: Dobereiner produces furfural by treating starch with sulfuric acid 1834: Runge obtains pyrrole by dry distillation of bones 1906: Friedlander synthesizes indigo dye, allowing synthetic chemistry to displace a large agricultural industry 1936: Treibs isolates chlorophyl derivatives from crude oil, explaining the biological origin of petroleum.
1951: Chargaff's rules are described, highlighting the role of heterocyclic compounds in the genetic code. Heterocyclic compounds are pervasive in many areas of technology. Many drugs are heterocyclic compounds. Hantzsch-Widman nomenclature, IUPAC Heterocyclic amines in cooked meat, US CDC List of known and probable carcinogens, American Cancer Society List of known carcinogens by the State of California, Proposition 65
The flash point of a volatile material is the lowest temperature at which vapours of the material will ignite, when given an ignition source. The flash point is sometimes confused with the autoignition temperature, the temperature that results in spontaneous autoignition; the fire point is the lowest temperature at which vapors of the material will keep burning after the ignition source is removed. The fire point is higher than the flash point, because at the flash point more vapor may not be produced enough to sustain combustion. Neither flash point nor fire point depends directly on the ignition source temperature, but ignition source temperature is far higher than either the flash or fire point; the flash point is a descriptive characteristic, used to distinguish between flammable fuels, such as petrol, combustible fuels, such as diesel. It is used to characterize the fire hazards of fuels. Fuels which have a flash point less than 37.8 °C are called flammable, whereas fuels having a flash point above that temperature are called combustible.
All liquids have a specific vapor pressure, a function of that liquid's temperature and is subject to Boyle's Law. As temperature increases, vapor pressure increases; as vapor pressure increases, the concentration of vapor of a flammable or combustible liquid in the air increases. Hence, temperature determines the concentration of vapor of the flammable liquid in the air. A certain concentration of a flammable or combustible vapor is necessary to sustain combustion in air, the lower flammable limit, that concentration is different and is specific to each flammable or combustible liquid; the flash point is the lowest temperature at which there will be enough flammable vapor to induce ignition when an ignition source is applied There are two basic types of flash point measurement: open cup and closed cup. In open cup devices, the sample is contained in an open cup, heated and, at intervals, a flame brought over the surface; the measured flash point will vary with the height of the flame above the liquid surface and, at sufficient height, the measured flash point temperature will coincide with the fire point.
The best-known example is the Cleveland open cup. There are two types of closed cup testers: non-equilibrial, such as Pensky-Martens, where the vapours above the liquid are not in temperature equilibrium with the liquid, equilibrial, such as Small Scale, where the vapours are deemed to be in temperature equilibrium with the liquid. In both these types, the cups are sealed with a lid through which the ignition source can be introduced. Closed cup testers give lower values for the flash point than open cup and are a better approximation to the temperature at which the vapour pressure reaches the lower flammable limit; the flash point is an empirical measurement rather than a fundamental physical parameter. The measured value will vary with equipment and test protocol variations, including temperature ramp rate, time allowed for the sample to equilibrate, sample volume and whether the sample is stirred. Methods for determining the flash point of a liquid are specified in many standards. For example, testing by the Pensky-Martens closed cup method is detailed in ASTM D93, IP34, ISO 2719, DIN 51758, JIS K2265 and AFNOR M07-019.
Determination of flash point by the Small Scale closed cup method is detailed in ASTM D3828 and D3278, EN ISO 3679 and 3680, IP 523 and 524. CEN/TR 15138 Guide to Flash Point Testing and ISO TR 29662 Guidance for Flash Point Testing cover the key aspects of flash point testing. Gasoline is a fuel used in a spark-ignition engine; the fuel is mixed with air within its flammable limits and heated by compression and subject to Boyle's Law above its flash point ignited by the spark plug. To ignite, the fuel must have a low flash point, but in order to avoid preignition caused by residual heat in a hot combustion chamber, the fuel must have a high autoignition temperature. Diesel fuel flash points vary between 52 and 96 °C. Diesel is suitable for use in a compression-ignition engine. Air is compressed until it has been heated above the autoignition temperature of the fuel, injected as a high-pressure spray, keeping the fuel–air mix within flammable limits. In a diesel-fueled engine, there is no ignition source.
Diesel fuel must have a high flash point and a low autoignition temperature. Jet fuel flash points vary with the composition of the fuel. Both Jet A and Jet A-1 have flash points between 38 and 66 °C, close to that of off-the-shelf kerosene, yet both Jet B and JP-4 have flash points between −23 and −1 °C. Flash points of substances are measured according to standard test methods described and defined in a 1938 publication by T. L. Ainsley of South Shields entitled "Sea Transport of Petroleum"; the test methodology defines the apparatus required to carry out the measurement, key test parameters, the procedure for the operator or automated apparatus to follow, the precision of the test method. Standard test methods are written and controlled by a number of national and international committees and organizations; the three main bodies are the CEN / ISO Joint Working Group on Flash Point, ASTM D02.8B Flammability Section and the Energy Institute's TMS SC-B-4 Flammability Panel. Autoignition temperature Fire point Safety data sheet