|
Radical Addition
In organic chemistry, free-radical addition is an addition reaction which involves free radicals. These reactions can happen due to the free radicals having an unpaired electron in their valence shell, making them highly reactive. Radical additions are known for a variety of unsaturated substrates, both olefinic or aromatic and with or without heteroatoms. Free-radical reactions depend on one or more relatively weak bonds in a reagent. Under reaction conditions (typically heat or light), some weak bonds homolyse into radicals, which then induce further decomposition in their compatriots before recombination. Different mechanisms typically apply to reagents without such a weak bond. Mechanism and regiochemistry The basic steps in any free-radical process (the radical chain mechanism) divide into: * Radical initiation: A radical is created from a non-radical precursor. * Chain propagation: A radical reacts with a non-radical to produce a new radical species * Chain termi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Chemistry
Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; Greeves, N. and Warren, S. (2012) ''Organic Chemistry''. Oxford University Press. pp. 1–15. . Study of structure determines their structural formula. Study of properties includes Physical property, physical and Chemical property, chemical properties, and evaluation of Reactivity (chemistry), chemical reactivity to understand their behavior. The study of organic reactions includes the organic synthesis, chemical synthesis of natural products, drugs, and polymers, and study of individual organic molecules in the laboratory and via theoretical (in silico) study. The range of chemicals studied chemistry includes hydrocarbons (compounds containing only carbon and hydrogen) as well as compounds based on carbon, but a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sulfonyl Halide
In chemistry, a sulfonyl halide consists of a sulfonyl () group singly bonded to a halogen atom. They have the general formula , where X is a halogen. The stability of sulfonyl halides decreases in the order fluorides > chlorides > bromides > iodides, all four types being well known. The sulfonyl chlorides and fluorides are of dominant importance in this series. Sulfonyl halides have tetrahedral sulfur centres attached to two oxygen atoms, an organic radical, and a halide. In a representative example, methanesulfonyl chloride, the S=O, S−C, and S−Cl bond distances are respectively 142.4, 176.3, and 204.6 pm. Sulfonyl chlorides Sulfonic acid chlorides, or sulfonyl chlorides, are a sulfonyl halide with the general formula . Production Arylsulfonyl chlorides are made industrially in a two-step, one-pot reaction from an arene (in this case, benzene) and chlorosulfuric acid: : : The intermediate benzenesulfonic acid can be chlorinated with thionyl chloride as well. Benz ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Retrosynthetic Analysis
Retrosynthetic analysis is a technique for solving problems in the planning of organic syntheses. This is achieved by transforming a target molecule into simpler precursor structures regardless of any potential reactivity/interaction with reagents. Each precursor material is examined using the same method. This procedure is repeated until simple or commercially available structures are reached. These simpler/commercially available compounds can be used to form a synthesis of the target molecule. Retrosynthetic analysis was used as early as 1917 in Robinson's Tropinone total synthesis. Important conceptual work on retrosynthetic analysis was published by George Vladutz in 1963. E.J. Corey formalized and popularized the concept from 1967 onwards in his article ''General methods for the construction of complex molecules'' and his book ''The Logic of Chemical Synthesis''. The power of retrosynthetic analysis becomes evident in the design of a synthesis. The goal of retrosynthetic a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aryl Radical
An aryl radical in organic chemistry is a reactive intermediate and an arene compound incorporating one free radical carbon atom as part of the ring structure. As such it is the radical counterpart of the arenium ion. The parent compound is the phenyl radical .''Minireview Intermolecular Olefin Functionalisation Involving Aryl Radicals Generated from Arenediazonium Salts'' Markus R. Heinrich Chemistry - A European Journal 2008 volume 15 issue 4, pages 820 - 833 Aryl radicals are intermediates in certain organic reactions. Synthesis Aryl radicals can be obtained via aryl diazonium salts. Alternatives for these salts are certain aryl triazenes and aryl hydrazines. Aryl bromides and iodides can be converted to aryl radicals via tributyltin hydride and related compounds and silyl hydrides. Aryl halides can also be converted via electrochemical cathodic reduction The mushroom ''Stephanospora caroticolor'' is suspected to generate an aryl radical as part of its biological chem ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Resonance (chemistry)
In chemistry, resonance, also called mesomerism, is a way of describing Chemical bond, bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or ''forms'', also variously known as ''resonance structures'' or ''canonical structures'') into a resonance hybrid (or ''hybrid structure'') in valence bond theory. It has particular value for analyzing delocalized electrons where the bonding cannot be expressed by one single Lewis structure. The resonance hybrid is the accurate structure for a molecule or ion; it is an average of the theoretical (or hypothetical) contributing structures. Overview Under the framework of valence bond theory, resonance is an extension of the idea that the bonding in a chemical species can be described by a Lewis structure. For many chemical species, a single Lewis structure, consisting of atoms obeying the octet rule, possibly bearing formal charges, and connected by bonds of positive integer order, is suffi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nitrite Ester
In organic chemistry, alkyl nitrites are a group of organic compounds based upon the molecular structure , where R represents an alkyl group. Formally they are alkyl esters of nitrous acid. They are distinct from nitro compounds (). The first few members of the series are volatile liquids; methyl nitrite and ethyl nitrite are gaseous at room temperature and pressure. The compounds have a distinctive fruity odor. Another frequently encountered nitrite is amyl nitrite (3-methylbutyl nitrite). Alkyl nitrites were initially, and largely still are, used as medications and chemical reagents, a practice which began in the late 19th century. In their use as medicine, they are often inhaled for relief of angina and other heart-related symptoms of disease. However, when referred to as "''poppers''", alkyl nitrites represent recreational drugs. Synthesis and properties Organic nitrites are prepared from alcohols and sodium nitrite in sulfuric acid solution. They decompose slowly on s ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nitro Compound
In organic chemistry, nitro compounds are organic compounds that contain one or more nitro functional groups (). The nitro group is one of the most common explosophores (functional group that makes a compound explosive) used globally. The nitro group is also strongly electron-withdrawing. Because of this property, bonds alpha (adjacent) to the nitro group can be acidic. For similar reasons, the presence of nitro groups in aromatic compounds retards electrophilic aromatic substitution but facilitates nucleophilic aromatic substitution. Nitro groups are rarely found in nature. They are almost invariably produced by nitration reactions starting with nitric acid. Synthesis Preparation of aromatic nitro compounds Aromatic nitro compounds are typically synthesized by nitration. Nitration is achieved using a mixture of nitric acid and sulfuric acid, which produce the nitronium ion (), which is the electrophile: + The nitration product produced on the largest scale, by f ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Vicinal (chemistry)
In chemistry the descriptor vicinal (from Latin ''vicinus'' = neighbor), abbreviated ''vic'', is a descriptor that identifies two functional groups as bonded to two adjacent carbon atoms (i.e., in a 1,2-relationship). It may arise from vicinal difunctionalization. Relation of atoms in a molecule For example, the molecule 2,3-dibromobutane carries two vicinal bromine Bromine is a chemical element; it has chemical symbol, symbol Br and atomic number 35. It is a volatile red-brown liquid at room temperature that evaporates readily to form a similarly coloured vapour. Its properties are intermediate between th ... atoms and 1,3-dibromobutane does not. Mostly, the use of the term vicinal is restricted to two identical functional groups. Likewise in a ''gem-''dibromide the prefix ''gem'', an abbreviation of '' geminal'', signals that both bromine atoms are bonded to the same carbon atom (i.e., in a 1,1-relationship). For example, 1,1-dibromobutane is geminal. While comparativel ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dinitrogen Tetroxide
Dinitrogen tetroxide, commonly referred to as nitrogen tetroxide (NTO), and occasionally (usually among ex-USSR/Russian rocket engineers) as amyl, is the chemical compound N2O4. It is a useful reagent in chemical synthesis. It forms an equilibrium mixture with nitrogen dioxide. Its molar mass is 92.011 g/mol. Dinitrogen tetroxide is a powerful oxidizer that is hypergolic (spontaneously reacts) upon contact with various forms of hydrazine, which has made the pair a common bipropellant for rockets. Structure and properties Dinitrogen tetroxide could be regarded as two nitro groups (-NO2) bonded together. It forms an equilibrium mixture with nitrogen dioxide. The molecule is planar with an N-N bond distance of 1.78Å and N-O distances of 1.19Å. The N-N distance corresponds to a weak bond, since it is significantly longer than the average N-N single bond length of 1.45Å. This exceptionally weak σ bond (amounting to overlapping of the ''sp''2 hybrid orbitals of the two NO2 uni ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Silanes
In organosilicon chemistry, silanes are a diverse class of charge-neutral organic compounds with the general formula . The R substituents can be any combination of organic or inorganic groups. Most silanes contain Si-C bonds, and are discussed under organosilicon compounds. Some contain Si-H bonds and are discussed under hydrosilanes. Examples *Silane , the parent. * Binary silicon-hydrogen compounds (which are sometimes called silanes also) includes silane itself but also compounds with Si-Si bonds including disilane and longer chains. *Silanes with one, two, three, or four Si-H bonds are called hydrosilanes. Silane is again the parent member. Examples: triethylsilane () and triethoxysilane (). * Polysilanes are organosilicon compounds with the formula . They feature Si-Si bonds. Attracting more interest are the organic derivatives such as polydimethylsilane . Dodecamethylcyclohexasilane is an oligomer of such materials. Formally speaking, polysilanes also include co ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrogen Sulfide
Hydrogen sulfide is a chemical compound with the formula . It is a colorless chalcogen-hydride gas, and is toxic, corrosive, and flammable. Trace amounts in ambient atmosphere have a characteristic foul odor of rotten eggs. Swedish chemist Carl Wilhelm Scheele is credited with having discovered the chemical composition of purified hydrogen sulfide in 1777. Hydrogen sulfide is toxic to humans and most other animals by inhibiting cellular respiration in a manner similar to hydrogen cyanide. When it is inhaled or its salts are ingested in high amounts, damage to organs occurs rapidly with symptoms ranging from breathing difficulties to convulsions and death. Despite this, the human body produces small amounts of this sulfide and its mineral salts, and uses it as a signalling molecule. Hydrogen sulfide is often produced from the microbial breakdown of organic matter in the absence of oxygen, such as in swamps and sewers; this process is commonly known as anaerobic digestio ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Disulfide
In chemistry, a disulfide (or disulphide in British English) is a compound containing a functional group or the anion. The linkage is also called an SS-bond or sometimes a disulfide bridge and usually derived from two thiol groups. In inorganic chemistry, the anion appears in a few rare minerals, but the functional group has tremendous importance in biochemistry. Disulfide bridges formed between thiol groups in two cysteine residues are an important component of the tertiary and quaternary structure of proteins. Compounds of the form are usually called ''persulfides'' instead. Organic disulfides Structure Disulfides have a C–S–S–C dihedral angle approaching 90°. The S–S bond length is 2.03 Å in diphenyl disulfide, similar to that in elemental sulfur. Disulfides are usually symmetric but they can also be unsymmetric. Symmetrical disulfides are compounds of the formula . Most disulfides encountered in organosulfur chemistry are symmetrical disulfides. Unsymme ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
