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The benzyl cation or phenylcarbenium ion is the carbocation with formula C 6 H 5 CH + 2; the benzyl anion or phenylmethanide ion is the carbanion with the formula C 6 H 5 CH − 2. 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 ...
This reaction receives its name from the reaction of benzil with potassium hydroxide to form benzilic acid. First performed by Justus von Liebig in 1838, [1] it is the first reported example of a rearrangement reaction. [2] It has become a classic reaction in organic synthesis and has been reviewed many times before.
Benzyl chloride, or α-chlorotoluene, is an organic compound with the formula C 6 H 5 CH 2 Cl. This colorless liquid is a reactive organochlorine compound that is a widely used chemical building block .
Benzyl alcohol is used effectively for treating lice infestations as the active ingredient in lotion shampoo with 5% benzyl alcohol. [ 13 ] Benzyl alcohol is an ingredient used in the manufacture of soaps, topical creams, skin lotions, shampoos, and facial cleansers and is popular due to its anti-bacterial and anti-fungal properties.
The benzyl alcohol thus formed is quickly converted to the chloride under the reaction conditions. Mechanism of Blanc chloromethylation Other possibilities for the electrophile include (chloromethyl)oxonium cation (ClH 2 C–OH 2 + ) or chlorocarbenium cation (ClCH 2 + ), which may be formed in the presence of zinc chloride. [ 4 ]
Benzyl bromide is an organic compound with the formula C 6 H 5 CH 2 Br. The molecule consists of a benzene ring substituted with a bromomethyl group. It is a colorless liquid with lachrymatory properties.
Benzylamine, also known as phenylmethylamine, is an organic chemical compound with the condensed structural formula C 6 H 5 CH 2 NH 2 (sometimes abbreviated as PhCH 2 NH 2 or BnNH 2).It consists of a benzyl group, C 6 H 5 CH 2, attached to an amine functional group, NH 2.
The EWG removes electron density from a π system, making it less reactive in this type of reaction, [2] [3] and therefore called deactivating groups. EDGs and EWGs also determine the positions (relative to themselves) on the aromatic ring where substitution reactions are most likely to take place.