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T31003

Sigma-Aldrich

Thiolactic acid

95%

Synonym(s):

2-Mercaptopropionic acid

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About This Item

Linear Formula:
CH3CH(SH)COOH
CAS Number:
79-42-5
Molecular Weight:
106.14
Beilstein/REAXYS Number:
506218
EC Number:
201-206-5
MDL number:
MFCD00004862
UNSPSC Code:
12352100
PubChem Substance ID:
24900105
NACRES:
NA.22

assay

95%

refractive index

n20/D 1.481 (lit.)

bp

102 °C/16 mmHg (lit.)
203-208 °C (lit.)

mp

10-14 °C (lit.)

density

1.196 g/mL at 25 °C (lit.)

SMILES string

CC(S)C(O)=O

InChI

1S/C3H6O2S/c1-2(6)3(4)5/h2,6H,1H3,(H,4,5)

Inchi Key

PMNLUUOXGOOLSP-UHFFFAOYSA-N

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Application

Thiolactic acid (TLA) can be used as a building block in the synthesis of:
  • Thiolactomycin via oxathiolanone intermediate.
  • 4-Thiazolidinones by reacting various Schiff bases with thioglycolic acid.
  • 1,4-Naphthoquinone derivatives containing sulfur atom for antibacterial and antiviral activity studies.

It can also be used as a bidental chelating agent for the surface modification of titanium dioxide (TiO2) nanoparticles for the removal of cadmium from waste water.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 1

flash_point_f

190.4 °F - closed cup

flash_point_c

88 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Synthesis and biological evaluation of novel 1, 4-naphthoquinone derivatives as antibacterial and antiviral agents
Tandon VK, et al.
Bioorganic & Medicinal Chemistry Letters, 15(14), 3463-3466 (2005)
Synthesis of novel heterocyclic 4-thiazolidinone derivatives and their antibacterial activity
Mistry KM and Desai KR
Journal of Chemistry, 1(4), 189-193 (2004)
A Flexible Route to (5 R)-Thiolactomycin, a Naturally Occurring Inhibitor of Fatty Acid Synthesis
McFadden JM, et al.
Organic Letters, 4(22), 3859-3862 (2002)
Cadmium removal from water using thiolactic acid-modified titanium dioxide nanoparticles
Skubal LR, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 148(1-3), 393-397 (2002)
P Leroy et al.
Journal of chromatography, 564(1), 258-265 (1991-03-08)
A simple and fast high-performance liquid chromatographic method was developed for the simultaneous measurement of 2-mercaptopropionylglycine (Tiopronine) and its metabolite (2-mercaptopropionic acid) in human plasma after the administration of a pharmaceutical dosage form (Acadione). The sample treatment before high-performance liquid
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