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4-Nitrothiophenol
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| 4-Nitrobenzene-1-thiol | |
| Other names | |
| 4-nitrobenzenethiol | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}1849-36-1 Y |
| 3D model (JSmol) | Interactive image |
| ChEMBL | ChEMBL120606 |
| ChemSpider | 15030 |
| ECHA InfoCard | 100.015.852 |
| EC Number | 217-436-4 |
| PubChem CID | 15809 |
| UNII | QL9H28763R |
| CompTox Dashboard (EPA) | DTXSID1075145 |
| InChI | |
| InChI=1S/C6H5NO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10HKey: AXBVSRMHOPMXBA-UHFFFAOYSA-N | |
| SMILES | |
| C1=CC(=CC=C1N+[O-])S | |
| Chemical formula | C6H5NO2S |
| Molar mass | 155.17 g·mol−1 |
| Appearance | yellow solid |
| Density | 1.362 g/cm3 |
| Melting point | 79–80 °C (174–176 °F; 352–353 K) |
| Solubility in water | alcohols |
| GHS labelling:[1] | |
| Pictograms | |
| Signal word | Warning |
| Hazard statements | H315, H319, H335 |
| Precautionary statements | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references | |
4-Nitrothiophenol is an organosulfur compound with the formula .mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}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, which was improved by intentionally generating a polysulfide intermediate. 4-Nitrothiophenol is closely 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.
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