2-Aminothiophenol
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Preferred IUPAC name 2-Aminobenzene-1-thiol | |
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ECHA InfoCard | 100.004.798 ![]() |
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Properties | |
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 |
Chemical compound
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.[1] It can also obtained by zinc reduction of 2-nitrobenzenesulfonyl chloride.
References
- ^ Chedekel, Miles R.; Sharp, Dale E.; Jeffery, Gary A. "Synthesis of o-Aminothiophenols" Synthetic Communications 1980, volume 10, pp. 167-73. doi:10.1080/00397918008064218