Skip to Content
Merck
All Photos(1)

Documents

T31003

Sigma-Aldrich

Thiolactic acid

95%

Synonym(s):

2-Mercaptopropionic acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3CH(SH)COOH
CAS Number:
Molecular Weight:
106.14
Beilstein:
506218
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

190.4 °F - closed cup

Flash Point(C)

88 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
L Chen et al.
Journal of medicinal chemistry, 40(6), 864-876 (1997-03-14)
Using as models the neurohypophyseal nonapeptide hormone oxytocin and its analogue deaminooxytocin, several directed routes to formation of sulfur-sulfur bridges have been developed and evaluated. The linear sequences (through common octapeptide-resin intermediates) were assembled smoothly on tris(alkoxy)benzylamide (PAL) poly(ethylene glycol)-polystyrene

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service