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Thioacetic acid : ウィキペディア英語版
Thioacetic acid

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Thioacetic acid is an organosulfur compound with the molecular formula CH3COSH. It is a colourless liquid with a strong thiol-like odor. It is used in organic synthesis for the introduction of thiol groups in molecules〔Jeannie R. Phillips "Thiolacetic Acid" Encyclopedia of Reagents for Organic Synthesis, 2001 John Wiley. .〕
==Synthesis and properties==
Thioacetic acid is prepared by the reaction of acetic anhydride with hydrogen sulfide:
:(CH3C(O))2O + H2S → CH3C(O)SH + CH3CO2H
Thioacetic acid is typically contaminated by acetic acid.
The compound exists exclusively as the thiol tautomer, consistent with the strength of the C=O double bond. Reflecting the influence of hydrogen-bonding, the boiling point (93 °C) and melting points are 20 and 75K lower than those for acetic acid. It is also about 15x more acidic than acetic acid.

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