Ethyl-4-nitrophenyl-sulfide

Synonyms ENT 17798 EPN 300 Ethoxy-4-nitrophenoxy phenylphosphine sulfide Ethyl j9-nitrophenyl benzenethionophosphate Ethyl / -nitrophenyl benzenethiophosphonate Ethyl j9-nitrophenyl ester 0-Ethyl O-4-nitrophenyl phenylphosphonothioate Ethyl p-nitrophenyl phenylphosphonothioate 0-Ethyl 0-p-nitrophenyl phenylphosphonothioate Ethylj9-nitrophenyl thionobenzenephosphate Ethyl/ -nitrophenyl thionobenzenephospho-nate 0-Ethyl phenyl />-nitro-phenyl phenylphosphorothioate 0-Ethyl phenyl />-nitrophe-nyl thiophosphonate Phenylphosphonothioic acid 0-ethyl 0-/>-nitrophenyl ester Phosphonothioic acid 0,0-diethyl 0-(3,5,6-trichloro-2-pyridinyl) ester Pin Santox. 

Di-o-nitrophenyl disulfide was first prepared by the action of hydriodic acid on o-nitrobenzene sulfochloride.1 It has also been prepared by the reduction of o-nitrobenzene sulfinic acid with hydrogen bromide 2 by the reduction of ethyl-o-nitro-phenylsulfonacetate with ammonium sulfide 3 and by the deamination of 4,4,-diamino-2,2 -dinitrodiphenyldisulfide.4 The procedure given is the method of Blanksma5 as elaborated by Wohlfahrt.6... 

Diphenyldisulfide reacted slowly while di-(i T,A/ -dimethylaminophenyl) disulfide reacted more readily. When R is ethyl, benzyl, o-nitrophenyl, p-nitrophenyl, dibenzhydryl, benzthiozoyl, 9-fluorenyl, or antipyryl, the disulfide is stable to treatment with triphenylphosphine for 10 hours at 80° C, and no monosulfide is produced. Electron-donoring groups in the phosphine also increase the rate of reaction. Disulfides of the type R(S=)C—S—S—C(==S)—R react very quickly with phosphines. Triphenylphosphine will remove the sulfur from an ethylene sulfide... 

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