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2-Aminothiophenol
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| 2-Aminobenzene-1-thiol | |
| Other names | |
| CAS Number | 137-07-5 Y |
| 3D model (JSmol) | Interactive image |
| ChemSpider | 21111815 |
| ECHA InfoCard | 100.004.798 |
| EC Number | 205-277-3 |
| PubChem CID | 8713 |
| UNII | KIT82KOK2Z Y |
| CompTox Dashboard (EPA) | DTXSID6051693 |
| InChI | |
| InChI=1S/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2Key: VRVRGVPWCUEOGV-UHFFFAOYSA-NInChI=1/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2Key: VRVRGVPWCUEOGV-UHFFFAOYAG | |
| SMILES | |
| c1ccc(c(c1)N)S | |
| Chemical formula | C6H7NS |
| Molar mass | 125.19 g·mol−1 |
| Appearance | Colorless (impure samples are colored) |
| Density | 1.200 g/cm3 |
| Melting point | 26 °C (79 °F; 299 K) |
| Boiling point | 234 °C (453 °F; 507 K) |
| Solubility in water | low |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references | |
2-Aminothiophenol is an organosulfur compound with the formula C6H4(SH)(NH2). It is a colorless oily solid, although impure samples can be deeply colored. It is soluble in organic solvents and in basic water. 2-Aminothiophenol is a precursor to benzothiazoles, some of which are bioactive or are commercial dyes. Isomers of aminothiophenols include 3-aminothiophenol and 4-aminothiophenol.
2-Aminothiophenol can prepared in two steps, starting with the reaction of aniline with carbon disulfide followed by hydrolysis of the resulting mercaptobenzothiazole. It can also obtained by zinc reduction of 2-nitrobenzenesulfonyl chloride.
2-Aminothiophenol is used in the synthesis of the following list of agents:
- DDD-016
- BTM 1086
- Thioproperazine
- Cinanserin
- 1-Azaphenothiazine [261-96-1] (finds use in synthesis of Pipazethate, Prothipendyl, Cloxypendyl, Oxypendyl, & Isothipendyl).
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