2-Mercaptoethanol

• Catalog No.: A15890
• CAS Number: 60-24-2
• M. F.: C2H6OS
• M. W.: 78.13344
• Purity: 98+%

SYNONYMS

• Title: 2-巯基乙醇
• IUPAC name: 2-sulfanylethan-1-ol
• IUPAC Traditional name: β-mercaptoethanol
• Synonyms: Thioglycol; Thioethylene glycol

DATABASE IDS

• Beilstein Number: 773648
• CAS Number: 60-24-2
• Merck Index: 145869
• EC Number: 200-464-6
• MDL Number: MFCD00004890

PROPERTIES

• Purity: 98+%
• Boiling Point: 156-158°C
• Density: 1.114
• Flash Point: 73°C(163°F)
• Melting Point: -100°C
• Refractive Index: 1.500
• GHS Hazard statements: H301-H310-H315-H317-H335-H318-H400-H410-H227
• European Hazard Symbols: Toxic (T)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P210-P301+P310-P305+P351+P338-P361-P405-P501A
• Risk Statements: 22-24-37/38-41-43-50/53
• RTECS: KL5600000
• Safety Statements: 20-23-26-27-36/37/39-45-57
• Storage Warning: Air Sensitive & Hygroscopic
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2966
• Packing Group: II

REFERENCES

• In the presence of BF₃ etherate, reacts with carbonyl compounds to give monothioacetals (1,3-oxathiolanes): J. Org. Chem., 33, 2133 (1968). Amberlyst 15 is also effective: Synthesis, 1826 (2001), as is In(OTf)₃: Synlett, 1535 (2002). 1,3-Oxathiolanes can be prepared from acid-sensitive aldehydes with LiBH₄ as catalyst in acetonitrile: Synlett, 238 (2001). Cleavage can be effected, e.g. with chloramine-T: Tetrahedron Lett., 3445 (1971), isoamyl nitrite: Tetrahedron. Lett., 3561 (1978), or periodic acid: Tetrahedron Lett., 37, 4331 (1996). Selective cleavage of oxathiolanes in the presence of dithiolanes has been achieved with triphenylcarbenium tetrafluoroborate: J. Chem. Soc., Perkin 1, 542 (1972), or 4-nitrobenzaldehyde catalyzed by TMS-OTf: J. Chem. Soc. Chem. Commun., 1937 (1994). Compare 1,2-Ethanedithiol, L12865.
• 2-Mercaptoethanol is a reagent for the specific cleavage of the N-dithiasuccinimide protecting group from amines. See Chlorocarbonylsulfenyl chloride, L06432.
• Protective agent for preventing oxidation of thiol groups in proteins: Enzyme Assays, R. Eisenthal and M. J. Danson, Eds., OUP, Oxford (1992), p 265.