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4-Nitrothiophenol: Difference between revisions

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Revision as of 03:45, 19 January 2025 editSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers75,107 edits typo← Previous edit Revision as of 15:10, 19 January 2025 edit undoSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers75,107 edits acidicNext edit →
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| CASNo = 1849-36-1 | CASNo = 1849-36-1
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'''4-Nitrothiophenol''' is an ] with the formula {{chem2|HSC6H4NO2}}. It exists as a yellow solid that is soluble in several ]s. The compound is one of three isomers of nitrothiophenol. It was originally prepared by sulfidation of ].<ref>{{cite journal |doi=10.1002/cber.190804102131 |title=Derivate des ''p'' -Nitrothiophenols I. Einwirking von Schwefel und Alkali auf p-Nitrochlorobenzol |date=1908 |last1=Fromm |first1=E. |last2=Wittmann |first2=J. |journal=Berichte der Deutschen Chemischen Gesellschaft |volume=41 |issue=2 |pages=2264–2273 }}</ref> '''4-Nitrothiophenol''' is an ] with the formula {{chem2|HSC6H4NO2}}. It exists as a yellow solid that is soluble in several ]s. It is one of three isomers of nitrothiophenol. It was originally prepared by sulfidation of ].<ref>{{cite journal |doi=10.1002/cber.190804102131 |title=Derivate des ''p'' -Nitrothiophenols I. Einwirking von Schwefel und Alkali auf p-Nitrochlorobenzol |date=1908 |last1=Fromm |first1=E. |last2=Wittmann |first2=J. |journal=Berichte der Deutschen Chemischen Gesellschaft |volume=41 |issue=2 |pages=2264–2273 }}</ref> It is related to ] but more acidic.


The compound reacts with chlorine to give 4-nitrophenyl], a useful reagent.<ref>{{cite book |doi=10.1002/9780470842898.rn00720 |chapter=4-Nitrobenzenesulfenyl Chloride |title=Encyclopedia of Reagents for Organic Synthesis |date=2007 |last1=Kim |first1=Sunggak |isbn=978-0-471-93623-7 }}</ref> It has also been used as a probe of ]-induced reactions.<ref>{{cite journal|doi=10.1002/smll.201200572 |title=A Novel Application of Plasmonics: Plasmon-Driven Surface-Catalyzed Reactions |date=2012 |last1=Sun |first1=Mengtao |last2=Xu |first2=Hongxing |journal=Small |volume=8 |issue=18 |pages=2777–2786 |pmid=22777813 }}</ref> The compound reacts with chlorine to give 4-nitrophenyl], a useful reagent.<ref>{{cite book |doi=10.1002/9780470842898.rn00720 |chapter=4-Nitrobenzenesulfenyl Chloride |title=Encyclopedia of Reagents for Organic Synthesis |date=2007 |last1=Kim |first1=Sunggak |isbn=978-0-471-93623-7 }}</ref> It has also been used as a probe of ]-induced reactions.<ref>{{cite journal|doi=10.1002/smll.201200572 |title=A Novel Application of Plasmonics: Plasmon-Driven Surface-Catalyzed Reactions |date=2012 |last1=Sun |first1=Mengtao |last2=Xu |first2=Hongxing |journal=Small |volume=8 |issue=18 |pages=2777–2786 |pmid=22777813 }}</ref>

Revision as of 15:10, 19 January 2025

4-Nitrothiophenol
Names
Other names 4-nitrobenzenethiol
Identifiers
CAS Number
ECHA InfoCard 100.015.852 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
Properties
Chemical formula C6H5NO2S
Molar mass 155.17 g·mol
Appearance yellow solid
Density 1.362 g/cm
Melting point 79–80 °C (174–176 °F; 352–353 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

4-Nitrothiophenol is an organosulfur compound with the formula HSC6H4NO2. 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. It is related to thiophenol but more acidic.

The compound reacts with chlorine to give 4-nitrophenylsulfenyl chloride, a useful reagent. It has also been used as a probe of plasmon-induced reactions.

References

  1. 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.
  2. Kim, Sunggak (2007). "4-Nitrobenzenesulfenyl Chloride". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/9780470842898.rn00720. ISBN 978-0-471-93623-7.
  3. 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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