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Benzyl Group
In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure . Benzyl features a benzene ring () attached to a methylene group () group. Nomenclature In IUPAC nomenclature, the prefix benzyl refers to a substituent, for example benzyl chloride or benzyl benzoate. Benzyl is not to be confused with phenyl with the formula . The term benzylic is used to describe the position of the first carbon bonded to a benzene or other aromatic ring. For example, is referred to as a "benzylic" carbocation. The benzyl free radical has the formula . The benzyl cation or phenylcarbenium ion is the carbocation with formula ; the benzyl anion or phenylmethanide ion is the carbanion with the formula . None of these species can be formed in significant amounts in the solution phase under normal conditions, but they are useful referents for discussion of reaction mechanisms and may exist as reactive intermediates. Abbreviations The abbreviation "Bn" denotes be ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Benzyl Group V
In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure . Benzyl features a benzene ring () attached to a methylene group () group. Nomenclature In IUPAC nomenclature, the prefix benzyl refers to a substituent, for example benzyl chloride or benzyl benzoate. Benzyl is not to be confused with phenyl with the formula . The term benzylic is used to describe the position of the first carbon bonded to a benzene or other aromatic ring. For example, is referred to as a "benzylic" carbocation. The benzyl free radical has the formula . The benzyl cation or phenylcarbenium ion is the carbocation with formula ; the benzyl anion or phenylmethanide ion is the carbanion with the formula . None of these species can be formed in significant amounts in the solution phase under normal conditions, but they are useful referents for discussion of reaction mechanisms and may exist as reactive intermediates. Abbreviations The abbreviation "Bn" denotes be ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methyl
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many organic compounds. It is a very stable group in most molecules. While the methyl group is usually part of a larger molecule, bounded to the rest of the molecule by a single covalent bond (), it can be found on its own in any of three forms: methanide anion (), methylium cation () or methyl radical (). The anion has eight valence electrons, the radical seven and the cation six. All three forms are highly reactive and rarely observed. Methyl cation, anion, and radical Methyl cation The methylium cation () exists in the gas phase, but is otherwise not encountered. Some compounds are considered to be sources of the cation, and this simplification is used pervasively in organic chemistry. For example, protonation of methanol gives ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
3,5-Dimethylpyrazole
3,5-Dimethylpyrazole is an organic compound with the formula (CH3C)2CHN2H. It is one of several isomeric derivatives of pyrazole that contain two methyl substituents. The compound is unsymmetrical but the corresponding conjugate acid (pyrazolium) and conjugate base (pyrazolide) have C2v symmetry. It is a white solid that dissolves well in polar organic solvents. It is a precursor to a variety of ligands that are widely studied in coordination chemistry including trispyrazolylborate, a trispyrazolylmethane, and a pyrazolyldiphosphine. Condensation of acetylacetone Acetylacetone is an organic compound with the chemical formula . It is a colorless liquid, classified as a 1,3-diketone. It exists in equilibrium with a tautomer . These tautomers interconvert so rapidly under most conditions that they are tre ... and hydrazine gives 3,5-dimethylpyrazole: :CH3C(O)CH2C(O)CH3 + N2H4 → (CH3C)2CHN2H + 2 H2O It has found use as a bl ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chromium Trioxide
Chromium trioxide (also known as chromium(VI) oxide or chromic anhydride) is an inorganic compound with the formula CrO3. It is the acidic anhydride of chromic acid, and is sometimes marketed under the same name. This compound is a dark-purple solid under anhydrous conditions, bright orange when wet and which dissolves in water concomitant with hydrolysis. Millions of kilograms are produced annually, mainly for electroplating. Chromium trioxide is a powerful oxidiser and a carcinogen. Production, structure, and basic reactions Chromium trioxide is generated by treating sodium dichromate with sulfuric acid: :H2SO4 + Na2Cr2O7 → 2 CrO3 + Na2SO4 + H2O Approximately 100,000 tonnes are produced annually by this or similar routes. The solid consists of chains of tetrahedrally coordinated chromium atoms that share vertices. Each chromium center therefore shares two oxygen centers with neighbors. Two oxygen atoms are not shared, giving an overall stoichiometry of 1:3. : The st ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Wohl–Ziegler Bromination
The Wohl–Ziegler reaction is a chemical reaction that involves the allylic or benzylic bromination of hydrocarbons using an ''N''-bromosuccinimide and a radical initiator. : Best yields are achieved with ''N''-bromosuccinimide in carbon tetrachloride solvent. Several reviews have been published. In a typical setup, a stoichiometric amount of ''N''-bromosuccinimide solution and a small quantity of initiator are added to a solution of the substrate in CCl4, and the reaction mixture is stirred and heated to the boiling point. Initiation of the reaction is indicated by more vigorous boiling; sometimes the heat source may need to be removed. Once all ''N''-bromosuccinimide (which is denser than the solvent) has been converted to succinimide (which floats on top) the reaction has finished. Due to the high toxicity and ozone-depleting nature of carbon tetrachloride, trifluorotoluene Trifluorotoluene is an organic compound with the formula of C6H5CF3. This colorless fluorocarbon ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Terephthalic Acid
Terephthalic acid is an organic compound with formula C6H4(CO2H)2. This white solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several million tonnes are produced annually. The common name is derived from the turpentine-producing tree '' Pistacia terebinthus'' and phthalic acid. History Terephthalic acid was first isolated (from turpentine) by the French chemist Amédée Cailliot (1805–1884) in 1846. Terephthalic acid became industrially important after World War II. Terephthalic acid was produced by oxidation of ''p''-xylene with dilute nitric acid. Air oxidation of ''p''-xylene gives ''p''-toluic acid, which resists further air-oxidation. Conversion of ''p''-toluic acid to methyl p-toluate (CH3C6H4CO2CH3) opens the way for further oxidation to monomethyl terephthalate, which is further esterified to dimethyl terephthalate. In 1955, Mid-Century Corporation and ICI announced the bromide-promoted ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Xylene
In organic chemistry, xylene or xylol (; IUPAC name: dimethylbenzene) are any of three organic compounds with the formula . They are derived from the substitution of two hydrogen atoms with methyl groups in a benzene ring; which hydrogens are substituted determines which of three structural isomers results. It is a colorless, flammable, slightly greasy liquid of great industrial value. The mixture is referred to as both xylene and, more precisely, xylenes. Mixed xylenes refers to a mixture of the xylenes plus ethylbenzene. The four compounds have identical empirical formulas . Typically the four compounds are produced together by various catalytic reforming and pyrolysis methods. Occurrence and production Xylenes are an important petrochemical produced by catalytic reforming and also by coal carbonisation in the manufacture of coke fuel. They also occur in crude oil in concentrations of about 0.5–1%, depending on the source. Small quantities occur in gasoline and aircra ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrogenolysis
Hydrogenolysis is a chemical reaction whereby a carbon–carbon or carbon–heteroatom single bond is cleaved or undergoes lysis (breakdown) by hydrogen.Ralph Connor, Homer Adkins. Hydrogenolysis Of Oxygenated Organic Compounds. J. Am. Chem. Soc.; 1932; 54(12); 4678–4690. The heteroatom may vary, but it usually is oxygen, nitrogen, or sulfur. A related reaction is hydrogenation, where hydrogen is added to the molecule, without cleaving bonds. Usually hydrogenolysis is conducted catalytically using hydrogen gas. History The term "hydrogenolysis" was coined by Carleton Ellis in reference to hydrogenolysis of carbon–carbon bonds. Earlier, Paul Sabatier had already observed the hydrogenolysis of benzyl alcohol to toluene, and as early as 1906, Padoa and Ponti had observed the hydrogenolysis of furfuryl alcohol. Homer Burton Adkins and Ralph Connor were the first to call the carbon–oxygen bond cleavage "hydrogenolysis". In the petrochemical industry In petroleum refineries, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Free Radical Halogenation
In organic chemistry, free-radical halogenation is a type of halogenation. This chemical reaction is typical of alkanes and alkyl-substituted aromatics under application of UV light. The reaction is used for the industrial synthesis of chloroform (CHCl3), dichloromethane (CH2Cl2), and hexachlorobutadiene. It proceeds by a free-radical chain mechanism. General mechanism The chain mechanism is as follows, using the chlorination of methane as a usual example: :1. Initiation: Splitting or homolysis of a chlorine molecule to form two chlorine atoms, initiated by ultraviolet radiation . A chlorine atom has an unpaired electron and acts as a free radical. :: :2. chain propagation (two steps): a hydrogen atom is pulled off from methane leaving a primary methyl radical. The methyl radical then pulls a Cl• from Cl2. :: This results in the desired product plus another chlorine radical. This radical will then go on to take part in another propagation reaction causing a chain reaction. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
KMnO4
Potassium permanganate is an inorganic compound with the chemical formula KMnO4. It is a purplish-black crystalline salt, that dissolves in water as K+ and , an intensely pink to purple solution. Potassium permanganate is widely used in the chemical industry and laboratories as a strong oxidizing agent, and also as a medication for dermatitis, for cleaning wounds, and general disinfection. It is on the World Health Organization's List of Essential Medicines. In 2000, worldwide production was estimated at 30,000 tonnes. Properties Potassium permanganate is the potassium salt of the tetrahedral transition metal oxo complex permanganate, in which four O2- ligands are bound to a manganese(VII) center. Structure KMnO4 forms orthorhombic crystals with constants: ''a'' = 910.5 pm, ''b'' = 572.0 pm, ''c'' = 742.5 pm. The overall motif is similar to that for barium sulfate, with which it forms solid solutions. In the solid (as in solution), each MnO4− centre is te ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trityl
Triphenylmethane, or triphenyl methane, is the hydrocarbon with the formula (C6H5)3CH. This colorless solid is soluble in nonpolar organic solvents and not in water. Triphenylmethane is the basic skeleton of many synthetic dyes called triarylmethane dyes, many of them are pH indicators, and some display fluorescence. A trityl group in organic chemistry is a triphenylmethyl group Ph3C, e.g. triphenylmethyl chloride (trityl chloride) and the triphenylmethyl radical (trityl radical). Preparation Triphenylmethane was first synthesized in 1872 by the German chemist August Kekulé and his Belgian student Antoine Paul Nicolas Franchimont (1844–1919) by heating diphenylmercury (Hg(C6H5)2, ''Quecksilberdiphenyl'') with benzal chloride (C6H5CHCl2, ''Benzylenchlorid''). Triphenylmethane can be synthesized by Friedel–Crafts reaction from benzene and chloroform with aluminium chloride catalyst: :3 C6H6 + CHCl3 → Ph3CH + 3 HCl Alternatively, benzene may react with carbon tetrachlorid ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Benzhydryl Compounds
The benzhydryl compounds are a group of organic compounds whose parent structures include diphenylmethane (which is two benzene rings connected by a single methane), with any number of attached substituents, including bridges. This group typically excludes compounds in which either benzene is fused to another ring (bicyclic, tricyclic, polycyclic) or includes a heteroatom, or where the methane connects to three or four benzenes. The benzhydryl '' radical'' can be abbreviated or Bzh. Carboaromatic Alcohols *''Acyclic:'' pridinol *''Pyrolidino:'' diphenylprolinol *''2-Piperidine:'' pipradrol *''4-Piperidine:'' terfenadine, fexofenadine *''Benzilic ester:'' QNB, JB-336, JB-318, benactyzine Alkenes *''Tricycle:'' amitriptyline, melitracen, cyclobenzaprine, tianeptine, amineptine, clopenthixol, chlorprothixene, flupentixol, thiothixene, zuclopenthixol *''Tricyclic and piperidine:'' pimethixene, cyproheptadine *''Acyclic:'' gilutensin Alkyl(amine)s *''Acyclic:'' (3 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
