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| Names | |
|---|---|
| Preferred IUPAC name
2-Sulfanylethan-1-ol[1] | |
| Other names
2-Mercaptoethan-1-ol
2-Hydroxy-1-ethanethiol β-Mercaptoethanol Thioglycol Beta-merc | |
| Identifiers | |
3D model (JSmol)
|
|
| 3DMet | |
| 773648 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.000.422 |
| EC Number |
|
| 1368 | |
| KEGG | |
| MeSH | Mercaptoethanol |
PubChem CID
|
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| RTECS number |
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| UNII | |
| UN number | 2966 |
CompTox Dashboard (EPA)
|
|
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| |
| Properties | |
| C2H6OS | |
| Molar mass | 78.13 g·mol−1 |
| Odor | Disagreeable, distinctive |
| Density | 1.114 g/cm3 |
| Melting point | −100 °C (−148 °F; 173 K) |
| Boiling point | 157 °C; 314 °F; 430 K |
| log P | −0.23 |
| Vapor pressure | 0.76 hPa (at 20 °C); 4.67 hPa (at 40 °C) |
| Acidity (pKa) | 9.643 |
| Basicity (pKb) | 4.354 |
Refractive index (nD)
|
1.4996 |
| Hazards | |
| GHS labelling: | |
  
| |
| Danger | |
| H301, H310, H315, H317, H318, H330, H410 | |
| P260, P273, P280, P284, P301+P310, P302+P350 | |
| Flash point | 68 °C (154 °F; 341 K) |
| Explosive limits | 18% |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
244 mg/kg (oral, rat)[2] 150 mg/kg (skin, rabbit)[2] |
| Related compounds | |
Related compounds
|
Ethylene glycol 1,2-Ethanedithiol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-ME or β-met) is the chemical compound with the formula HOCH2CH2SH. ME or βME, as it is commonly abbreviated, is used to reduce disulfide bonds and can act as a biological antioxidant by scavenging hydroxyl radicals (amongst others). It is widely used because the hydroxyl group confers solubility in water and lowers the volatility. Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related thiols.
- ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 697. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
The prefixes 'mercapto' (–SH), and 'hydroseleno' or selenyl (–SeH), etc. are no longer recommended.
- ^ a b 2-Mercaptoethanol