1.
Organic chemistry
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Study of structure includes many physical and chemical methods to determine the chemical composition and the chemical constitution of organic compounds and materials. In the modern era, the range extends further into the table, with main group elements, including, Group 1 and 2 organometallic compounds. They either form the basis of, or are important constituents of, many products including pharmaceuticals, petrochemicals and products made from them, plastics, fuels and explosives. Before the nineteenth century, chemists generally believed that compounds obtained from living organisms were endowed with a force that distinguished them from inorganic compounds. According to the concept of vitalism, organic matter was endowed with a vital force, during the first half of the nineteenth century, some of the first systematic studies of organic compounds were reported. Around 1816 Michel Chevreul started a study of soaps made from various fats and he separated the different acids that, in combination with the alkali, produced the soap. Since these were all compounds, he demonstrated that it was possible to make a chemical change in various fats, producing new compounds. In 1828 Friedrich Wöhler produced the chemical urea, a constituent of urine, from inorganic starting materials. The event is now accepted as indeed disproving the doctrine of vitalism. In 1856 William Henry Perkin, while trying to manufacture quinine accidentally produced the organic dye now known as Perkins mauve and his discovery, made widely known through its financial success, greatly increased interest in organic chemistry. A crucial breakthrough for organic chemistry was the concept of chemical structure, ehrlich popularized the concepts of magic bullet drugs and of systematically improving drug therapies. His laboratory made decisive contributions to developing antiserum for diphtheria and standardizing therapeutic serums, early examples of organic reactions and applications were often found because of a combination of luck and preparation for unexpected observations. The latter half of the 19th century however witnessed systematic studies of organic compounds, the development of synthetic indigo is illustrative. The production of indigo from plant sources dropped from 19,000 tons in 1897 to 1,000 tons by 1914 thanks to the methods developed by Adolf von Baeyer. In 2002,17,000 tons of indigo were produced from petrochemicals. In the early part of the 20th Century, polymers and enzymes were shown to be large organic molecules, the multiple-step synthesis of complex organic compounds is called total synthesis. Total synthesis of natural compounds increased in complexity to glucose. For example, cholesterol-related compounds have opened ways to synthesize complex human hormones, since the start of the 20th century, complexity of total syntheses has been increased to include molecules of high complexity such as lysergic acid and vitamin B12
2.
Cyclic compound
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A cyclic compound is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon, none of the atoms are carbon, cyclic compound examples, All-carbon and more complex natural cyclic compounds. Indeed, the development of important chemical concept arose, historically. A cyclic compound or ring compound is a compound at least some of whose atoms are connected to form a ring, rings vary in size from 3 to many tens or even hundreds of atoms. Examples of ring compounds readily include cases where, all the atoms are carbon, none of the atoms are carbon, common atoms can form varying numbers of bonds, and many common atoms readily form rings. As a consequence of the variability that is thermodynamically possible in cyclic structures. IUPAC nomenclature has extensive rules to cover the naming of cyclic structures, the term macrocycle is used when a ring-containing compound has a ring of 8 or more atoms. The term polycyclic is used more than one ring appears in a single molecule. Naphthalene is formally a polycyclic, but is specifically named as a bicyclic compound. Several examples of macrocyclic and polycyclic structures are given in the gallery below. The atoms that are part of the structure are called annular atoms. The vast majority of compounds are organic, and of these. Inorganic atoms form cyclic compounds as well, examples include sulfur, silicon, phosphorus, and boron. Hantzsch–Widman nomenclature is recommended by the IUPAC for naming heterocycles, cyclic compounds may or may not exhibit aromaticity, benzene is an example of an aromatic cyclic compound, while cyclohexane is non-aromatic. As a result of their stability, it is difficult to cause aromatic molecules to break apart. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, nevertheless, many non-benzene aromatic compounds exist. In living organisms, for example, the most common aromatic rings are the bases in RNA and DNA. A functional group or other substituent that is aromatic is called an aryl group, the earliest use of the term “aromatic” was in an article by August Wilhelm Hofmann in 1855
3.
Carbon
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Carbon is a chemical element with symbol C and atomic number 6. It is nonmetallic and tetravalent—making four electrons available to form covalent chemical bonds, three isotopes occur naturally, 12C and 13C being stable, while 14C is a radioactive isotope, decaying with a half-life of about 5,730 years. Carbon is one of the few elements known since antiquity, Carbon is the 15th most abundant element in the Earths crust, and the fourth most abundant element in the universe by mass after hydrogen, helium, and oxygen. It is the second most abundant element in the body by mass after oxygen. The atoms of carbon can bond together in different ways, termed allotropes of carbon, the best known are graphite, diamond, and amorphous carbon. The physical properties of carbon vary widely with the allotropic form, for example, graphite is opaque and black while diamond is highly transparent. Graphite is soft enough to form a streak on paper, while diamond is the hardest naturally occurring material known, graphite is a good electrical conductor while diamond has a low electrical conductivity. Under normal conditions, diamond, carbon nanotubes, and graphene have the highest thermal conductivities of all known materials, all carbon allotropes are solids under normal conditions, with graphite being the most thermodynamically stable form. They are chemically resistant and require high temperature to react even with oxygen, the most common oxidation state of carbon in inorganic compounds is +4, while +2 is found in carbon monoxide and transition metal carbonyl complexes. The largest sources of carbon are limestones, dolomites and carbon dioxide, but significant quantities occur in organic deposits of coal, peat, oil. For this reason, carbon has often referred to as the king of the elements. The allotropes of carbon graphite, one of the softest known substances, and diamond. It bonds readily with other small atoms including other carbon atoms, Carbon is known to form almost ten million different compounds, a large majority of all chemical compounds. Carbon also has the highest sublimation point of all elements, although thermodynamically prone to oxidation, carbon resists oxidation more effectively than elements such as iron and copper that are weaker reducing agents at room temperature. Carbon is the element, with a ground-state electron configuration of 1s22s22p2. Its first four ionisation energies,1086.5,2352.6,4620.5 and 6222.7 kJ/mol, are higher than those of the heavier group 14 elements. Carbons covalent radii are normally taken as 77.2 pm,66.7 pm and 60.3 pm, although these may vary depending on coordination number, in general, covalent radius decreases with lower coordination number and higher bond order. Carbon compounds form the basis of all life on Earth
4.
Hydrogen
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Hydrogen is a chemical element with chemical symbol H and atomic number 1. With a standard weight of circa 1.008, hydrogen is the lightest element on the periodic table. Its monatomic form is the most abundant chemical substance in the Universe, non-remnant stars are mainly composed of hydrogen in the plasma state. The most common isotope of hydrogen, termed protium, has one proton, the universal emergence of atomic hydrogen first occurred during the recombination epoch. At standard temperature and pressure, hydrogen is a colorless, odorless, tasteless, non-toxic, nonmetallic, since hydrogen readily forms covalent compounds with most nonmetallic elements, most of the hydrogen on Earth exists in molecular forms such as water or organic compounds. Hydrogen plays an important role in acid–base reactions because most acid-base reactions involve the exchange of protons between soluble molecules. In ionic compounds, hydrogen can take the form of a charge when it is known as a hydride. The hydrogen cation is written as though composed of a bare proton, Hydrogen gas was first artificially produced in the early 16th century by the reaction of acids on metals. Industrial production is mainly from steam reforming natural gas, and less often from more energy-intensive methods such as the electrolysis of water. Most hydrogen is used near the site of its production, the two largest uses being fossil fuel processing and ammonia production, mostly for the fertilizer market, Hydrogen is a concern in metallurgy as it can embrittle many metals, complicating the design of pipelines and storage tanks. Hydrogen gas is flammable and will burn in air at a very wide range of concentrations between 4% and 75% by volume. The enthalpy of combustion is −286 kJ/mol,2 H2 + O2 →2 H2O +572 kJ Hydrogen gas forms explosive mixtures with air in concentrations from 4–74%, the explosive reactions may be triggered by spark, heat, or sunlight. The hydrogen autoignition temperature, the temperature of spontaneous ignition in air, is 500 °C, the detection of a burning hydrogen leak may require a flame detector, such leaks can be very dangerous. Hydrogen flames in other conditions are blue, resembling blue natural gas flames, the destruction of the Hindenburg airship was a notorious example of hydrogen combustion and the cause is still debated. The visible orange flames in that incident were the result of a mixture of hydrogen to oxygen combined with carbon compounds from the airship skin. H2 reacts with every oxidizing element, the ground state energy level of the electron in a hydrogen atom is −13.6 eV, which is equivalent to an ultraviolet photon of roughly 91 nm wavelength. The energy levels of hydrogen can be calculated fairly accurately using the Bohr model of the atom, however, the atomic electron and proton are held together by electromagnetic force, while planets and celestial objects are held by gravity. The most complicated treatments allow for the effects of special relativity
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Benzene
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Benzene is an important organic chemical compound with the chemical formula C6H6. The benzene molecule is composed of 6 carbon atoms joined in a ring with 1 hydrogen atom attached to each, because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a constituent of crude oil and is one of the elementary petrochemicals. Because of the cyclic continuous pi bond between the atoms, benzene is classed as an aromatic hydrocarbon, the second -annulene. Benzene is a colorless and highly flammable liquid with a sweet smell and it is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced. Because benzene has a high number, it is an important component of gasoline. Because benzene is a carcinogen, most non-industrial applications have been limited. The word benzene derives historically from gum benzoin, a resin known to European pharmacists. An acidic material was derived from benzoin by sublimation, and named flowers of benzoin, the hydrocarbon derived from benzoic acid thus acquired the name benzin, benzol, or benzene. Michael Faraday first isolated and identified benzene in 1825 from the oily residue derived from the production of illuminating gas, in 1833, Eilhard Mitscherlich produced it by distilling benzoic acid and lime. He gave the compound the name benzin, in 1845, Charles Mansfield, working under August Wilhelm von Hofmann, isolated benzene from coal tar. Four years later, Mansfield began the first industrial-scale production of benzene, gradually, 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, in 1997, benzene was detected in deep space. The empirical formula for benzene was known, but its highly polyunsaturated 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. Kekulés symmetrical ring could explain these facts, as well as benzenes 1,1 carbon-hydrogen ratio. Here Kekulé spoke of the creation of the theory and 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, he said, came to him years of studying the nature of carbon-carbon bonds
6.
Functional group
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In organic chemistry, functional groups are specific groups of atoms or bonds within molecules that are responsible for the characteristic chemical reactions of those molecules. The same functional group will undergo the same or similar chemical reaction regardless of the size of the molecule it is a part of, however, its relative reactivity can be modified by other functional groups nearby. The atoms of functional groups are linked to other and to the rest of the molecule by covalent bonds. Any subgroup of atoms of a compound also may be called a radical, and if a covalent bond is broken homolytically, Functional groups can also be charged, e. g. in carboxylate salts, which turns the molecule into a polyatomic ion or a complex ion. Complexation and solvation is also caused by interactions of functional groups. In the common rule of thumb like dissolves like, it is the shared or mutually well-interacting functional groups give rise to solubility. For example, sugar dissolves in water because both share the functional group and hydroxyls interact strongly with each other. Combining the names of groups with the names of the parent alkanes generates what is termed a systematic nomenclature for naming organic compounds. In traditional nomenclature, the first carbon atom after the carbon that attaches to the group is called the alpha carbon, the second, beta carbon. IUPAC conventions call for numeric labeling of the position, e. g. 4-aminobutanoic acid, in traditional names various qualifiers are used to label isomers, for example isopropanol is an isomer is n-propanol. The following is a list of functional groups. In the formulas, the symbols R and R usually denote an attached hydrogen, or a side chain of any length. Functional groups, called hydrocarbyl, that only carbon and hydrogen. Each one differs in type of reactivity, there are also a large number of branched or ring alkanes that have specific names, e. g. tert-butyl, bornyl, cyclohexyl, etc. Hydrocarbons may form charged structures, positively charged carbocations or negative carbanions, examples are tropylium and triphenylmethyl cations and the cyclopentadienyl anion. Haloalkanes are a class of molecule that is defined by a carbon–halogen bond and this bond can be relatively weak or quite stable. In general, with the exception of fluorinated compounds, haloalkanes readily undergo nucleophilic substitution reactions or elimination reactions, the substitution on the carbon, the acidity of an adjacent proton, the solvent conditions, etc. all can influence the outcome of the reactivity. Compounds that contain nitrogen in this category may contain C-O bonds, compounds that contain sulfur exhibit unique chemistry due to their ability to form more bonds than oxygen, their lighter analogue on the periodic table
7.
Hexagon
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In geometry, a hexagon is a six sided polygon or 6-gon. The total of the angles of any hexagon is 720°. A regular hexagon has Schläfli symbol and can also be constructed as an equilateral triangle, t. A regular hexagon is defined as a hexagon that is both equilateral and equiangular and it is bicentric, meaning that it is both cyclic and tangential. The common length of the sides equals the radius of the circumscribed circle, all internal angles are 120 degrees. A regular hexagon has 6 rotational symmetries and 6 reflection symmetries, the longest diagonals of a regular hexagon, connecting diametrically opposite vertices, are twice the length of one side. Like squares and equilateral triangles, regular hexagons fit together without any gaps to tile the plane, the cells of a beehive honeycomb are hexagonal for this reason and because the shape makes efficient use of space and building materials. The Voronoi diagram of a triangular lattice is the honeycomb tessellation of hexagons. It is not usually considered a triambus, although it is equilateral, the maximal diameter, D is twice the maximal radius or circumradius, R, which equals the side length, t. The minimal diameter or the diameter of the circle, d, is twice the minimal radius or inradius. If a regular hexagon has successive vertices A, B, C, D, E, F, the regular hexagon has Dih6 symmetry, order 12. There are 3 dihedral subgroups, Dih3, Dih2, and Dih1, and 4 cyclic subgroups, Z6, Z3, Z2 and these symmetries express 9 distinct symmetries of a regular hexagon. John Conway labels these by a letter and group order, r12 is full symmetry, and a1 is no symmetry. These two forms are duals of each other and have half the order of the regular hexagon. The i4 forms are regular hexagons flattened or stretched along one symmetry direction and it can be seen as an elongated rhombus, while d2 and p2 can be seen as horizontally and vertically elongated kites. G2 hexagons, with sides parallel are also called hexagonal parallelogons. Each subgroup symmetry allows one or more degrees of freedom for irregular forms, only the g6 subgroup has no degrees of freedom but can seen as directed edges. Hexagons of symmetry g2, i4, and r12, as parallelogons can tessellate the Euclidean plane by translation, other hexagon shapes can tile the plane with different orientations
8.
Aromaticity
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Aromatic molecules are very stable, and do not break apart easily to react with other substances. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, since the most common aromatic compounds are derivatives of benzene, the word “aromatic” occasionally refers informally to benzene derivatives, and so it was first defined. Nevertheless, many aromatic compounds exist. In living organisms, for example, the most common aromatic rings are the bases in RNA and DNA. An aromatic functional group or other substituent is called an aryl group, the earliest use of the term aromatic was in an article by August Wilhelm Hofmann in 1855. Hofmann used the term for a class of compounds, many of which have odors. In terms of the nature of the molecule, aromaticity describes a conjugated system often made of alternating single and double bonds in a ring. This configuration allows for the electrons in the pi system to be delocalized around the ring, increasing the molecules stability. The molecule cannot be represented by one structure, but rather a hybrid of different structures. These molecules cannot be found in one of these representations, with the longer single bonds in one location. Rather, the molecule exhibits bond lengths in between those of single and double bonds and this commonly seen model of aromatic rings, namely the idea that benzene was formed from a six-membered carbon ring with alternating single and double bonds, was developed by August Kekulé. The model for benzene consists of two forms, which corresponds to the double and single bonds superimposing to produce six one-and-a-half bonds. Benzene is a stable molecule than would be expected without accounting for charge delocalization. As is standard for resonance diagrams, the use of an arrow indicates that two structures are not distinct entities but merely hypothetical possibilities. Neither is a representation of the actual compound, which is best represented by a hybrid of these structures. A C=C bond is shorter than a C−C bond, but benzene is perfectly hexagonal—all six carbon–carbon bonds have the same length, intermediate between that of a single and that of a double bond. In a cyclic molecule with three alternating double bonds, cyclohexatriene, the length of the single bond would be 1.54 Å. However, in a molecule of benzene, the length of each of the bonds is 1.40 Å, a better representation is that of the circular π-bond, in which the electron density is evenly distributed through a π-bond above and below the ring
9.
Skeletal formula
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A skeletal formula shows the skeletal structure or skeleton of a molecule, which is composed of the skeletal atoms that make up the molecule. It is represented in two dimensions, as on a page of paper and it employs certain conventions to represent carbon and hydrogen atoms, which are the most common in organic chemistry. The technique was developed by the organic chemist Friedrich August Kekulé von Stradonitz, Skeletal formulae have become ubiquitous in organic chemistry, partly because they are relatively quick and simple to draw. As in a Lewis structure, a doubled or tripled line segment indicates double or triple bonding, the skeletal structure of an organic compound is the series of atoms bonded together that form the essential structure of the compound. The skeleton can consist of chains, branches and/or rings of bonded atoms, Skeletal atoms other than carbon or hydrogen are called heteroatoms. The skeleton has hydrogen and/or various substituents bonded to its atoms, hydrogen is the most common non-carbon atom that is bonded to carbon and, for simplicity, is not explicitly drawn. For example, in the image below, the formula of hexane is shown. The carbon atom labeled C1 appears to have one bond. The carbon atom labelled C3 has two bonds to other carbons and is bonded to two hydrogen atoms as well. NOTE, It doesnt matter which end of the chain you start numbering from, the condensed formula or the IUPAC name will confirm the orientation. Some molecules will become familiar regardless of the orientation, any hydrogen atoms bonded to non-carbon atoms are drawn explicitly. In ethanol, C2H5OH, for instance, the hydrogen bonded to oxygen is denoted by the symbol H. Lines representing heteroatom-hydrogen bonds are usually omitted for clarity and compactness and these bonds are sometimes drawn out in full in order to accentuate their presence when they participate in reaction mechanisms. Shown below for comparison are a model of the actual three-dimensional structure of the ethanol molecule in the gas phase, the Lewis structure. All atoms that are not carbon or hydrogen are signified by their symbol, for instance Cl for chlorine, O for oxygen, Na for sodium. These atoms are known as heteroatoms in the context of organic chemistry. There are also symbols that appear to be chemical element symbols and these are known as pseudoelement symbols or organic elements. The most widely used symbol is Ph, which represents the phenyl group, boc for the t-butoxycarbonyl group Cbz or Z for the carboxybenzyl group Fmoc for the fluorenylmethoxycarbonyl group Two atoms can be bonded by sharing more than one pair of electrons
Media related to Phenyl group at Wikimedia Commons
