Thiolactic acid

Thiolactic acid
Names
	Preferred IUPAC name 2-Sulfanylpropanoic acid
	Other names 2-Mercaptopropanoic acid
Identifiers
CAS Number	79-42-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:47872;
ChemSpider	56121;
ECHA InfoCard	100.001.097
EC Number	201-206-5;
PubChem CID	62326;
UNII	O5U6967KGF ;
CompTox Dashboard (EPA)	DTXSID80861636 ;
	InChI InChI=1S/C3H6O2S/c1-2(6)3(4)5/h2,6H,1H3,(H,4,5) Key: PMNLUUOXGOOLSP-UHFFFAOYSA-N;
	SMILES SC(C)C(O)=O;
Properties
Chemical formula	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	Lactic acid; Thioglycolic acid; Hydroxybutyric acid; 3-Mercaptopropionic acid; Thiocarbonic acid;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Thiolactic acid is the organosulfur compound with the formula C H₃CH(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 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

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

[Ullmann-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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