Abstract

Benzal chloride reacts with sodium sulfide in alcoholic solution to yield three main products: benzyl disulfide, benzyl dithiobenzoate, and a new interesting compound 5 , C 21 H 16 S 4 , which was isolated and characterized as benzylidene bis-dithiobenzoate. The intermediates obtained from the autoxidation-reduction of the unisolable thiobenzaldehyde are implied in subsequent nucleophilic addition and substitution processes. NMR spectra and X-Ray structure analysis of 5 are discussed.

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