Thiolactic acid

Thiolactic acid is the organosulfur compound with the formula CH3CH(SH)CO2H. The molecule contains both carboxyl and thiol functional groups, −C(=O)−OH and −SH respectively. It is structurally related to lactic acid by the interchange of −SH for −OH. It is a colorless oil.

Thiolactic acid
Names
Preferred IUPAC name
2-Sulfanylpropanoic acid
Other names
2-Mercaptopropanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.097
EC Number
  • 201-206-5
UNII
  • InChI=1S/C3H6O2S/c1-2(6)3(4)5/h2,6H,1H3,(H,4,5)
    Key: PMNLUUOXGOOLSP-UHFFFAOYSA-N
  • SC(C)C(O)=O
Properties
CH3CH(SH)CO2H
Molar mass 106.14 g·mol−1
Appearance Colorless oil
Density 1.22 g/cm3
Melting point 10 °C (50 °F; 283 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Thiolactic acid was once widely used in hair permanent waving formulations, but has been displaced by formulations based on thioglycolic acid. Instead of using the acid itself, its salts (2-sulfanylpropanoates) are used. It is now mainly used for depilation.[1]

References
  1. T. Clausen (2006). "Hair Preparations". Ullmann’s Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a12_571.pub2. ISBN 3527306730.
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