4- Methylbenzyl sulfide

It, along with methylbenzyl sulfide and one or two other sulfides, is responsible for the nauseating stench of Halichondria panicea, a marine sponge. 

Qualitative work on the photolysis of a number of alkyl aralkyl sulfides indicates that the observed products arise from radical reactions of aromatic and thiyl free radicals formed in the primary process. In the case of ethyl a-methylbenzyl sulfide an intramolecular reaction was proposed... 

Rearrangements of Sommelet type have been described for sulfonium salts by Hauser, Cantor, and Brasen.105 For example, sodamide converts S,S-dimethylbenzylsulfonium bromide in boiling ether into methyl 2-methylbenzyl sulfide ... 

More recently, 4-methylbenzyl 25 and 4-methoxybenzyl (Mob) protection17 was proposed for the selenol group. The 4-methylbenzyl group is introduced by reacting selenocysteine with a-bromo-p-xylene following essentially the procedure for the preparation of the related cysteine derivative. 25 This type of protection is applied in combination with the Boc/Bzl strategy and its removal is achieved by HF treatment in the presence of 15% anisole and 2.5% ethyl methyl sulfide at 0°C in one hour. Unfortunately, experimental details were not reported by Oikawa et al. 25 ... 

Another useful class of intermediates in this series was found to be the 2-hydroxy-3,5-dialkylbenzyl 2-benzothiazolyl sulfides, some of which are described in Table III. John Bill of our laboratories had previously found that 2-terf-butyl-p-cresol will react with formaldehyde and mer-captobenzothiazole under acid conditions to produce 2-hydroxy-3-ferf-butyl-5-methylbenzyl 2-benzothiazolyl sulfide, XX, in 70% yield. 

The search for TFA stable, but HF cleavable, benzyl-type sulfides led to the 4-methylbenzyl [Bzl(4-Me)],f l 3,4-dimethylbenzyl,f l and 4-methoxybenzyl (Mob) derivativesf (Scheme 8), while further substitutions of the benzene ring with electron-donating groups, as in the 2,4,6-trimethoxybenzyl (Tmb) group,led to very acid-labile S-protection. 

Both dimethylphenylphosphine-borane (107) and -sulfide (108) are enantio-selectively deprotonated by a lithiumalkyl (—)-sparteine complex as demonstrated by subsequent reaction with electrophiles to give products with e.e. values of 80-87% (Scheme 8). Oxidative coupling of (109) in the presence of copper(II) pivalate gives the (S. S)-isomer (110) as the major product. Asymmetric metalla-tion and silylation of diphenylphosphinyl ferrocene (111) using the chiral lithium amide base derived from di(l-methylbenzyl)amine has been reported to give an... 

Ferric oxide Guanidine hydrochloride Heparin ammonium Heparin lithium Hexane Hydrochloric acid Hydrocinnamic alcohol Hydrocinnamyl acetate Hydrogen sulfide Isophthaloyl dichloride Manganese dioxide a-Methylbenzyl alcohol Myrtrimonium bromide Nickel oxide (ic) Oxalic acid dihydrate o-Phenetidine Phenolsulfonic acid Phenoxyacetic acid Phenylacetaldehyde Phenylacetaldehyde dimethyl acetal Phenyl acetate Phenylacetic acid ... 

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