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clc 5 h 4 chcl 2 + h 2 o → clc 5 h 4 cho + 2 hcl It can also be produced by the oxidation of 4-chlorobenzyl alcohol . [ 3 ] [ 4 ] It can be further oxidized to 4-chlorobenzoic acid . [ 5 ]
Anisyl alcohol (4-methoxybenzyl alcohol) is an organic compound with the chemical formula CH 3 OC 6 H 4 CH 2 OH. [1] It is a colorless liquid that is used as a fragrance and flavorant. It occurs naturally but is produced by reduction of the aldehyde or carboxylic acid. [2] It reacts with hydrogen bromide to give 4-methoxylbenzyl bromide. [3]
Benzyl alcohol (also known as α-cresol) is an aromatic alcohol with the formula C 6 H 5 CH 2 OH. The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor.
Typically these reactions would be conducted in the presence of a base which serves to absorb the HCl. Alkyl chloroformate esters degrate to give the alkyl chloride, with retention of configuration: ROC(O)Cl ' → RCl + CO 2. The reaction is proposed to proceed via a substitution nucleophilic internal mechanism. [3]
Three of these alcohols, 2-methyl-1-butanol, 2-pentanol, and 3-methyl-2-butanol (methyl isopropyl carbinol), contain stereocenters, and are therefore chiral and optically active. The most important amyl alcohol is isoamyl alcohol , the chief one generated by fermentation in the production of alcoholic beverages and a constituent of fusel oil .
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 chloride is prepared industrially by the gas-phase photochemical reaction of toluene with chlorine: [3] C 6 H 5 CH 3 + Cl 2 → C 6 H 5 CH 2 Cl + HCl. In this way, approximately 100,000 tonnes are produced annually. The reaction proceeds by the free radical process, involving the intermediacy of free chlorine atoms. [4]
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] It is also an important pheromone in certain species. [3]