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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:
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

Signal Word

Danger

Hazard Statements

H314

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’.

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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)
Yunbo Jiang et al.
Chemical communications (Cambridge, England), (44)(44), 6828-6830 (2009-11-04)
Addition of O(2)(g) at low-temperature to a mononuclear, nonheme iron(ii) complex comprising a tetraazamacrocyclic N(4) donor and an arylthiolate S donor leads to the generation of a deep red complex assigned as a low-spin Fe(III)?OOH complex, formed via metal- and
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