Potassium thioacetate
 | |
| Identifiers | |
|---|---|
| 10387-40-3 | |
| Properties | |
| C2H3KOS | |
| Molar mass | 114.21 |
| Appearance | white solid |
| good | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Potassium thioacetate is an organosulfur compound and a salt with the formula CH3COS-K+. This white, water-soluble solid is used as a reagent for preparing thioacetate esters and other derivatives.[1]
Synthesis and reactions
Potassium thioacetate, which is commercially available, can be prepared by combining acetyl chloride and potassium hydrogen sulfide:
- CH3COCl + 2 KSH → KCl + CH3COSK + H2S
It arises also by the neutralization of thioacetic acid with potassium hydroxide.
In a common application, potassium thioacetate combines with alkylating agents to give thioacetate esters:
- CH3COSK + RX → CH3COSR + KX (X = halide)
Hydrolysis of these esters affords thiols:
- CH3COSR + H2O → CH3CO2H + RSH
References
- ↑ Zongjun Qiao and Xuefeng Jiang "Potassium Thioacetate" e-EROS Encyclopedia Of Reagents For Organic Synthesis, 2014. doi:10.1002/047084289X.rn01737
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