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Benzonitrile is a useful solvent and a versatile precursor to many derivatives. It reacts with amines to afford N-substituted benzamides after hydrolysis. [3] It is a precursor to diphenylmethanimine via reaction with phenylmagnesium bromide followed by methanolysis.
Benzyl cyanide (abbreviated BnCN) is an organic compound with the chemical formula C 6 H 5 CH 2 CN. This colorless oily aromatic liquid is an important precursor to numerous compounds in organic chemistry . [ 2 ]
Deactivation of Pd(II) with excess cyanide is a common problem. [7] Palladium catalysis conditions for aryl iodides, bromides, and even chlorides have been developed: [8] Nickel-catalyzed cyanations avoid the use of precious metals, and can take advantage of benzyl cyanide or acetonitrile as a cyanide source, via reductive C-C bond cleavage: [9]
This category includes chemical compounds that are derivatives or structural analogs of benzene in which the benzene has multiple substituents or bonds. For benzene derivatives that include a phenyl group , C 6 H 5 – (benzene with only one substituent or bond), see the child category, Category:Phenyl compounds .
The Sandmeyer reaction provides a method through which one can perform unique transformations on benzene, such as halogenation, cyanation, trifluoromethylation, and hydroxylation. The reaction was discovered in 1884 by Swiss chemist Traugott Sandmeyer , when he attempted to synthesize phenylacetylene from benzenediazonium chloride and copper(I ...
The mechanism of S N 2 reaction does not occur due to steric hindrance of the benzene ring. In order to attack the C atom, the nucleophile must approach in line with the C-LG (leaving group) bond from the back, where the benzene ring lies. It follows the general rule for which S N 2 reactions occur only at a tetrahedral carbon atom.
Hydrogen cyanide, a highly toxic gas, can be fatal depending on the dose and length of exposure. Benzene is known to cause cancers such as leukemia, multiple myeloma and non-Hodgkin lymphoma in ...
The Gattermann–Koch reaction can be used to synthesize benzaldehyde from benzene. [18] The Gatterman reaction describes arene reactions with hydrocyanic acid. [19] [20] The Houben–Hoesch reaction describes arene reactions with nitriles. [21] A reaction modification with an aromatic phenyl ester as a reactant is called the Fries rearrangement.