Benzyl alcohol benzoyl chloride

Naphtha Coal Tar Benzyl Alcohol Benzoyl Chloride Benzoic Acid... 

A crystalline derivative of benzyl alcohol cannot be obtained by using benzoyl chloride, because the benzyl benzoate, C HiCOOCHiCaHj, so obtained has m.p. 18°, and is thus usually liquid the present preparation illustrates therefore the use of a substituted benzoyl chloride (p-nitrobenzoyl chloride, m.p. 75°) in order to obtain a crystalline derivative of suitably high m.p. 

Benzyl Chloride. Benzyl chloride is manufactured by high temperature free-radical chlorination of toluene. The yield of benzyl chloride is maximized by use of excess toluene in the feed. More than half of the benzyl chloride produced is converted by butyl benzyl phthalate by reaction with monosodium butyl phthalate. The remainder is hydrolyzed to benzyl alcohol, which is converted to ahphatic esters for use in soaps, perfume, and davors. Benzyl salicylate is used as a sunscreen in lotions and creams. By-product benzal chloride can be converted to benzaldehyde, which is also produced directiy by oxidation of toluene and as a by-product during formation of benzoic acid. By-product ben zotrichl oride is not hydrolyzed to make benzoic acid but is allowed to react with benzoic acid to yield benzoyl chloride. 

The only industrially important processes for the manufacturing of synthetic benzaldehyde involve the hydrolysis of benzal chloride [98-87-3] and the air oxidation of toluene. The hydrolysis of benzal chloride, which is produced by the side-chain chlorination of toluene, is the older of the two processes. It is no longer utilized ia the United States. Other processes, including the oxidation of benzyl alcohol, the reduction of benzoyl chloride, and the reaction of carbon monoxide and benzene, have been utilized ia the past, but they no longer have any iadustrial appHcation. 

Nearly all of the benzyl chloride [100-44-7], henzal chloride [98-87-3], and hen zotrichl oride /P< -(97-i manufactured is converted to other chemical intermediates or products by reactions involving the chlorine substituents of the side chain. Each of the compounds has a single primary use that consumes a large portion of the compound produced. Benzyl chloride is utilized in the manufacture of benzyl butyl phthalate, a vinyl resin plasticizer benzal chloride is hydrolyzed to benzaldehyde hen zotrichl oride is converted to benzoyl chloride. Benzyl chloride is also hydrolyzed to benzyl alcohol, which is used in the photographic industry, in perfumes (as esters), and in peptide synthesis by conversion to benzyl chloroformate [501-53-1] (see Benzyl ALCOHOL AND p-PHENETHYL ALCOHOL CARBONIC AND CARBONOCm ORIDIC ESTERS). 

Yamato (1995) has given an extensive coverage of a variety of reactions such as alkylation of benzene, condensation of benzene/toluene with benzyl alcohol, and condensation of benzoyl chloride with benzene/toluene using Nafion resin. 

Benzyl benzoate has been identified in certain natural plant products.1 In the laboratory it has been prepared by the action of (a) benzoyl chloride upon benzyl alcohol,2 (b) benzyl chloride upon sodium benzoate, and (c) alcoholates upon benzaldehyde.3 Recently, Gomberg and Buchler 4 have shown that reaction (b) may be conducted even with aqueous solutions of sodium benzoate. 

A very similar reagent is benzyl t-butyl imidodicarboxy late 27, which is prepared from benzyl alcohol and benzoyl isocyanate, followed by exhaustive acylation with t-butoxycarbonyl chloride. Aminolysis of the resulting triacylamine yields 27. Treatment of the sodium salt of compound 27 with alkyl halides, followed by hydrolysis, gives primary amines53. 

We synthesized 8 by the one-step reaction of [Ph4(Tl -C4CO)]Ru(CO)3 with benzyl chloride. In contrast to previous alcohol racemization catalysts, 8 was stable in the air during racemization [30]. The racemization was performed even under 1 atm of molecular oxygen. Thus, alcohol DKR was for the first time possible with 8 in the air at room temperature (R)-l-phenylethyl acetate (99% yield, greater than 99%e.e.) was obtained from 1-phenylethanol by using 4mol% of 8, CALB and isopropenyl acetate in the presence of potassium phosphate (Scheme 1.22). This catalyst system was effective for both benzylic and aliphatic alcohols. The synthetic method for 8 was applied to the preparation of a polymer-bound derivative (9). Hydroxymethyl polystyrene was reacted with 4-(chloromethyl)benzoyl chloride to... 

The method described is adapted from the procedures of Kym 3 and Engelhardt, Latschinoff, and Malyscheff.4 Thio-benzoic acid has been prepared by the reaction of benzoyl chloride with potassium sulfide,4 hydrogen sulfide in pyridine,6 6 and magnesium bromide hydrosulfide.7 It is formed from dibenzoyl disulfide with potassium hydrosulfide,4 potassium hydroxide,4 8 and ammonia.9 It is also formed from dibenzoyl sulfide, from phenyl benzoate, and from benzoic anhydride with alcoholic potassium hydrosulfide.4 It has been obtained from dibenzoyl sulfide and hydrogen sulfide,10 carbon oxysulfide and phenyl-magnesium bromide,11 12 dibenzyl disulfide and sodium ethoxide,13 benzyl chloride and sulfur in the presence of potassium hydroxide,14 and benzylthiosulfuric acid and alkali.18 16... 

No studies were available on the disposition of benzotrichloride, benzal chloride or benzoyl chloride. Benzyl chloride is rapidly absorbed and distributed from the gastrointestinal tract. Excretion is mainly in urine as S -benzyl-A-acetylcysteine, benzyl alcohol and benzaldehyde. 

Beckmann rearrangement of, 729,741 p-Benzoquinone, 745 Benzoylacetone, 865 o-Benzoylbenzoic acid, 728, 739 Benzoyl chloride, 791, 792 Benzoyl glycine, 584 Benzoyl peroxide, 807 determination of, 809 Benzoyl piperidine, 489, 492 P-Benzoylpropionic acid, 728, 737 P-Benzoylpropionitrfle, 911, 912 Benzoyl-p-toluidide, 582, 583 Benzyl acetate, 780, 783 Benzylacetophenone, 726, 734 Benzyl alcohol, 706,711, 811,812,884 N-Benzylamid es 394 table of, 395 ... 

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