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T30007

Sigma-Aldrich

2,2′-Thiodiacetic acid

98%

Synonym(s):

2,2′-Thio-bis(acetic acid), Dicarboxydimethyl sulfide, Thiodiglycolic acid

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About This Item

Linear Formula:
S(CH2COOH)2
CAS Number:
Molecular Weight:
150.15
Beilstein/REAXYS Number:
1764392
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

128-131 °C (lit.)

SMILES string

OC(=O)CSCC(O)=O

InChI

1S/C4H6O4S/c5-3(6)1-9-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)

InChI key

UVZICZIVKIMRNE-UHFFFAOYSA-N

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Related Categories

Application

<ul>
<li><strong>Environmentally Safe Herbicides:</strong> It is used in the synthesis of quaternary ammonium mono- and bis-salts. This compound has been formulated into ammonium 2,2-thiodiacetates, serving as selective and environmentally safe herbicides. Its application underscores its utility in sustainable agriculture and safety in environmental management (Balczewski et al., 2018).</li>
</ul>

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Isotachophoresis.
L Krivánková et al.
Methods in enzymology, 270, 375-401 (1996-01-01)
E B Tikhonova et al.
Mikrobiologiia, 71(2), 247-253 (2002-05-25)
The Alcaligenes xylosoxydans subsp. denitrificans strain TD1 capable of degrading thiodiglycol (TDG), a breakdown product of mustard gas, was isolated from soil contaminated with breakdown products of this chemical warfare agent. The selected stable variant of TD1 (strain TD2) can
J P Payan et al.
Journal of applied toxicology : JAT, 13(6), 417-422 (1993-11-01)
1,2-dichloroethane (DCE) is extensively metabolized and partially excreted in urine as thioether compounds, which include thiodiglycolic acid (TDGA). In this study, we have compared the urinary excretion of TDGA and thioethers in the rat after administration of increasing doses of
T Lee et al.
Biotechnology progress, 16(3), 363-367 (2000-06-03)
A Gram-negative bacterium, Alcaligenes xylosoxydans ssp. xylosoxydans (SH91), consumed thiodiglycol (TDG), the nontoxic hydrolysis product of sulfur mustard, as a primary carbon source and transformed TDG to commercially relevant chemical precursors, [(2-hydroxyethyl)thio]acetic acid (HETA) and thiodiglycolic acid (TDGA). Aerobic fed
T M Visarius et al.
Drug metabolism and disposition: the biological fate of chemicals, 26(3), 193-196 (1998-04-04)
Thiodiglycolic acid has been identified as a major metabolite of the anticancer drug ifosfamide in humans. Patients treated with 12-16 g ifosfamide/m2.day excreted thiodiglycolic acid ranging from 0.10 +/- 0.02 mmol on the first day of therapy, to a maximum

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