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Benzonitrile
Benzonitrile is the chemical compound with the formula , abbreviated PhCN. This aromatic organic compound is a colorless liquid with a sweet bitter almond odour. It is mainly used as a precursor to the resin benzoguanamine. Production It is prepared by ammoxidation of toluene, that is its reaction with ammonia and oxygen (or air) at . : + 3/2 + → + In the laboratory it can be prepared by the dehydration of benzamide or by the Rosenmund–von Braun reaction using cuprous cyanide or NaCN/DMSO and bromobenzene. : Applications Laboratory uses Benzonitrile is a useful solvent and a versatile precursor to many derivatives. It reacts with amines to afford N-substituted benzamides after hydrolysis. It is a precursor to diphenylketimine (b.p. 151 °C, 8 mm Hg) via reaction with phenylmagnesium bromide followed by methanolysis. Benzonitrile forms coordination complexes with transition metals that are both soluble in organic solvents and conveniently labile. One example is ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bis(benzonitrile)palladium Dichloride
Bis(benzonitrile)palladium dichloride is the coordination complex with the formula PdCl2(NCC6H5)2. It is the adduct of two benzonitrile (PhCN) ligands with palladium(II) chloride. It is a yellow-brown solid that is soluble in organic solvents. The compound is a reagent and a precatalyst for reactions that require soluble Pd(II). A closely related compound is bis(acetonitrile)palladium dichloride. The complex is prepared by dissolving PdCl2 in warm benzonitrile. The PhCN ligands are labile, and the complex reverts to PdCl2 in noncoordinating solvents. According to X-ray crystallography X-ray crystallography is the experimental science determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to diffract into many specific directions. By measuring the angles ..., the two PhCN ligands are mutually trans.{{cite journal, authors=Olmstead, M. M.; Wei, P.-P.; Ginwalla, A. S.; Balch, A. L., title=Bis(Benzonitr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nitrile
In organic chemistry, a nitrile is any organic compound that has a functional group. The prefix ''cyano-'' is used interchangeably with the term ''nitrile'' in industrial literature. Nitriles are found in many useful compounds, including methyl cyanoacrylate, used in super glue, and nitrile rubber, a nitrile-containing polymer used in latex-free laboratory and medical gloves. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons. Inorganic compounds containing the group are not called nitriles, but cyanides instead. Though both nitriles and cyanides can be derived from cyanide salts, most nitriles are not nearly as toxic. Structure and basic properties The N−C−C geometry is linear in nitriles, reflecting the sp hybridization of the triply bonded carbon. The C−N distance is short at 1.16 Å, consistent with a triple bond. Nitriles a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ammoxidation
In organic chemistry, ammoxidation is a process for the production of nitriles () using ammonia () and oxygen (). It is sometimes called the SOHIO process, acknowledging that ammoxidation was developed at Standard Oil of Ohio. The usual substrates are alkenes. Several million tons of acrylonitrile are produced in this way annually: :CH3CH=CH2 + 3/2 O2 + NH3 -> N#CCH=CH2 + 3 H2O Scope Ammoxidation of alkenes exploits the weak C-H bonds that are located in the allylic position of unsaturated hydrocarbons. Benzylic C-H bonds are also susceptible to ammoxidation, reflecting the weakness of their C-H bonds. Benzonitrile is produced from toluene, and phthalonitriles are produced from xylenes. The reaction represents a partial oxidation. Many byproducts are generated, but the feedstocks are often simple, which compensates for these losses. Additionally, some byproducts are useful or recyclable. For the production of acrylonitrile, byproducts include hydrogen cyanide, acrole ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyanide
Cyanide is a naturally occurring, rapidly acting, toxic chemical that can exist in many different forms. In chemistry, a cyanide () is a chemical compound that contains a functional group. This group, known as the cyano group, consists of a carbon atom triple-bonded to a nitrogen atom. In inorganic cyanides, the cyanide group is present as the anion . Soluble salts such as sodium cyanide (NaCN) and potassium cyanide (KCN) are highly toxic. Hydrocyanic acid, also known as hydrogen cyanide, or HCN, is a highly volatile liquid that is produced on a large scale industrially. It is obtained by acidification of cyanide salts. Organic cyanides are usually called nitriles. In nitriles, the group is linked by a covalent bond to carbon. For example, in acetonitrile (), the cyanide group is bonded to methyl (). Although nitriles generally do not release cyanide ions, the cyanohydrins do and are thus rather toxic. Bonding The cyanide ion is isoelectronic with carbon monoxide a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromobenzene
Bromobenzene is an aryl halide, C6H5Br. It is a colourless liquid although older samples can appear yellow. It is a reagent in organic synthesis. Synthesis and reactions Bromobenzene is prepared by the action of bromine on benzene in the presence of Lewis acid catalysts such as aluminium chloride or ferric bromide. Bromobenzene is used to introduce a phenyl group into other compounds. One method involves its conversion to the Grignard reagent, phenylmagnesium bromide. This reagent can be used, e.g. in the reaction with carbon dioxide to prepare benzoic acid. Other methods involve palladium-catalyzed coupling reactions, such as the Suzuki reaction. Bromobenzene is used as a precursor in the manufacture of phencyclidine. Toxicity Animal tests indicate low toxicity. Little is known about chronic effects. For liver toxicity, the 3,4-epoxide are proposed intermediates. See also *Fluorobenzene *Chlorobenzene *Iodobenzene Iodobenzene is an organoiodine compound consisting ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Annalen Der Chemie Und Pharmacie
''Justus Liebigs Annalen der Chemie'' (often cited as just ''Liebigs Annalen'') was one of the oldest and historically most important journals in the field of organic chemistry worldwide. It was established in 1832 and edited by Justus von Liebig with Friedrich Wöhler and others until Liebig's death in 1873. In 1997 the journal merged with ''Recueil des Travaux Chimiques des Pays-Bas'' to form ''Liebigs Annalen/Recueil''. In 1998 it was absorbed by ''European Journal of Organic Chemistry'' by merger of a number of other national European chemistry journals. Title history * ''Annalen der Pharmacie'', 1832–1839 * ''Annalen der Chemie und Pharmacie'', 1840–1873 (, CODEN JLACBF) * ''Justus Liebig's Annalen der Chemie und Pharmacie'', 1873–1874 (, CODEN JLACBF) * ''Justus Liebig's Annalen der Chemie'', 1874–1944 & 1947–1978 (, CODEN JLACBF) * ''Liebigs Annalen der Chemie'', 1979–1994 (, CODEN LACHDL) * ''Liebigs Annalen'', 1995–1996 (, CODEN LANAEM) * ''Lie ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrogen Cyanide
Hydrogen cyanide, sometimes called prussic acid, is a chemical compound with the formula HCN and structure . It is a colorless, extremely poisonous, and flammable liquid that boils slightly above room temperature, at . HCN is produced on an industrial scale and is a highly valued precursor to many chemical compounds ranging from polymers to pharmaceuticals. Large-scale applications are for the production of potassium cyanide and adiponitrile, used in mining and plastics, respectively. It is more toxic than solid cyanide compounds due to its volatile nature. Structure and general properties Hydrogen cyanide is a linear molecule, with a triple bond between carbon and nitrogen. The tautomer of HCN is HNC, hydrogen isocyanide. Hydrogen cyanide is weakly acidic with a p''K''a of 9.2. It partially ionizes in water solution to give the cyanide anion, CN−. A solution of hydrogen cyanide in water, represented as HCN, is called ''hydrocyanic acid''. The salts of the cyanide ani ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrogen Cyanide
Hydrogen cyanide, sometimes called prussic acid, is a chemical compound with the formula HCN and structure . It is a colorless, extremely poisonous, and flammable liquid that boils slightly above room temperature, at . HCN is produced on an industrial scale and is a highly valued precursor to many chemical compounds ranging from polymers to pharmaceuticals. Large-scale applications are for the production of potassium cyanide and adiponitrile, used in mining and plastics, respectively. It is more toxic than solid cyanide compounds due to its volatile nature. Structure and general properties Hydrogen cyanide is a linear molecule, with a triple bond between carbon and nitrogen. The tautomer of HCN is HNC, hydrogen isocyanide. Hydrogen cyanide is weakly acidic with a p''K''a of 9.2. It partially ionizes in water solution to give the cyanide anion, CN−. A solution of hydrogen cyanide in water, represented as HCN, is called ''hydrocyanic acid''. The salts of the cyanide ani ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ammonium Formate
Ammonium formate, NH4HCO2, is the ammonium salt of formic acid. It is a colorless, hygroscopic, crystalline solid. Reductive amination Acetone can be transformed into isopropylamine as follows: :CH3C(O)CH3 + 2 HCO2− +NH4 → (CH3)2CHNHCHO + 2 H2O + NH3 + CO2 :(CH3)2CHNHCHO + H2O → (CH3)2CHNH2 + HCO2H Uses Pure ammonium formate decomposes into formamide and water when heated, and this is its primary use in industry. Formic acid can also be obtained by reacting ammonium formate with a dilute acid, and since ammonium formate is also produced from formic acid, it can serve as a way of storing formic acid. Ammonium formate can also be used in palladium on carbon (Pd/C) reduction of functional groups. In the presence of Pd/C, ammonium formate decomposes to hydrogen, carbon dioxide, and ammonia. This hydrogen gas is adsorbed onto the surface of the palladium metal, where it can react with various functional groups. For example, alkenes can be reduced to alkanes, formaldehyde to met ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ammonium Benzoate
Ammonium benzoate, a white powder-like substance, is the ammonium salt of benzoic acid. This compound is prepared by the reaction of benzoic acid and ammonia Ammonia is an inorganic compound of nitrogen and hydrogen with the formula . A stable binary hydride, and the simplest pnictogen hydride, ammonia is a colourless gas with a distinct pungent smell. Biologically, it is a common nitrogenous was .... References Ammonium compounds Benzoates {{aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hermann Von Fehling
Hermann von Fehling (9 June 1812 – 1 July 1885) was a German chemist, famous as the developer of Fehling's solution used for estimation of sugar. Biography Hermann von Fehling was born in Lübeck. With the intention of taking up pharmacy he entered Heidelberg University about 1835. After graduating he went to Gießen as preparateur to Justus von Liebig, with whom he elucidated the composition of paraldehyde and metaldehyde. In 1839, on Liebig's recommendation, he was appointed to the chair of chemistry in the polytechnic in Stuttgart, a position he held for over 45 years. He died in Stuttgart in 1885. His earlier work included an investigation of succinic acid, and the preparation of phenyl cyanide (better known as benzonitrile), the simplest nitrile of the aromatic series. Later his time was mainly occupied with questions of technology and public health rather than with pure chemistry. Among the analytical methods he worked up the best known is that for the estimation of ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Inorganic Syntheses
''Inorganic Syntheses'' is a book series which aims to publish "detailed and foolproof" procedures for the synthesis of inorganic compounds. Although this series of books are edited, they usually are referenced like a journal, without mentioning the names of the checkers (referees) or the editor. A similar format is usually followed for the series ''''. Volumes See also *Organic Syntheses
''Organic Syntheses'' is a peer-reviewed scientific journal that was established in 1921. I ...
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