Chemistry:4-Nitrothiophenol
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4-Nitrothiophenol is an organosulfur compound with the formula HSC
6H
4NO
2. It exists as a yellow solid that is soluble in several organic solvents. It is one of three isomers of nitrothiophenol. It was originally prepared by sulfidation of 4-nitrochlorobenzene,[1] which was improved by intentionally generating a polysulfide intermediate.[2] 4-Nitrothiophenol is closely related to thiophenol but more acidic.
The compound reacts with chlorine to give 4-nitrophenylsulfenyl chloride, a useful reagent.[3] It has also been used as a probe of plasmon-induced reactions.[4]
References
- ↑ Fromm, E.; Wittmann, J. (1908). "Derivate des p -Nitrothiophenols I. Einwirking von Schwefel und Alkali auf p-Nitrochlorobenzol". Berichte der Deutschen Chemischen Gesellschaft 41 (2): 2264–2273. doi:10.1002/cber.190804102131.
- ↑ Price, Charles C.; Stacy, Gardner W. (1946). "P-Nitrophenyl Disulfide, p-Nitrophenyl Sulfide and p-Nitrothiophenol1". Journal of the American Chemical Society 68 (3): 498–500. doi:10.1021/ja01207a042. Bibcode: 1946JAChS..68..498P.
- ↑ Kim, Sunggak (2007). "4-Nitrobenzenesulfenyl Chloride". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/9780470842898.rn00720. ISBN 978-0-471-93623-7.
- ↑ Sun, Mengtao; Xu, Hongxing (2012). "A Novel Application of Plasmonics: Plasmon-Driven Surface-Catalyzed Reactions". Small 8 (18): 2777–2786. doi:10.1002/smll.201200572. PMID 22777813.
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