Title: 2,4-Dinitrobenzenesulfenyl Chloride
CAS Registry Number: 528-76-7
Molecular Formula: C6H3ClN2O4S
Molecular Weight: 234.62
Percent Composition: C 30.72%, H 1.29%, Cl 15.11%, N 11.94%, O 27.28%, S 13.67%
Literature References: Prepd from bis(2,4-dinitrophenyl)disulfide and chlorine in ethylene bromide: Kharasch et al., J. Am. Chem. Soc. 69, 1612 (1947); 72, 1796 (1950); J. Chem. Educ. 33, 585 (1956); from 2,4-dinitrothiophenol and chlorine in benzene: Perold, Snyman, J. Am. Chem. Soc. 73, 2379 (1951); from 2,4-dinitrophenylbenzyl sulfide and sulfuryl chloride in ethylene chloride: Kharasch, Langford, Org. Synth. 44, 47 (1964). Review: Kharasch, Organic Sulfur Compounds vol. 1 (Pergamon Press, New York, 1961) pp 375-396.
Properties: Yellow crystals from carbon tetrachloride, mp 96°. Sol in glacial acetic acid, methylene chloride, ethylene chloride, trichlorethylene, benzene, xylene. Somewhat less sol in carbon tetrachloride. Insol in ether. Reacts with alc (even in the cold) to produce ethyl 2,4-dinitrobenzenesulfenate.
Melting point: mp 96°
Use: Analytical reagent for the characterization of organic compds: Kharasch, J. Chem. Ed. 33. 585 (1956); Langford, Lawson, ibid. 34, 510 (1957). |