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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)

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 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
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