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88559

Sigma-Aldrich

2,2′-Thiodiethanol

≥99.0% (GC)

Synonym(s):

2,2′-Thiobis(ethanol), Bis(2-hydroxyethyl) sulfide, Thiodiethylene glycol, Thiodiglycol

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About This Item

Linear Formula:
S(CH2CH2OH)2
CAS Number:
111-48-8
Molecular Weight:
122.19
Beilstein:
1236325
EC Number:
203-874-3
MDL number:
MFCD00002910
UNSPSC Code:
12352200
PubChem Substance ID:
57653316

Assay

≥99.0% (GC)

refractive index

n20/D 1.521
n20/D 1.5215 (lit.)

bp

164-166 °C/20 mmHg (lit.)

mp

−16 °C (lit.)

density

1.221 g/mL at 25 °C (lit.)

SMILES string

OCCSCCO

InChI

1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2

InChI key

YODZTKMDCQEPHD-UHFFFAOYSA-N

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Application

Thiodiglycol (2,2′-Thiodiethanol, TDE) is used as a solvent and as a refractive index modifying component of mounting media for microscopy. Thiodiglycol may also be used as a charge modifier for procedures such as electrospray ionization mass spectrometry. Thiodiglycol is used as a reference material in the evaluation of the degradation of sulfur mustard gas by bacteria.

Other Notes

This product has been replaced by 166782-ALDRICH | 2,2′-Thiodiethanol ≥99%

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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Chromatography of amino acids on sulfonated polystyrene resins.
S MOORE et al.
The Journal of biological chemistry, 192(2), 663-681 (1951-10-01)
Julien Besnard et al.
Journal of experimental botany, 69(21), 5221-5232 (2018-10-13)
Phloem-derived amino acids are the major source of nitrogen supplied to developing seeds. Amino acid transfer from the maternal to the filial tissue requires at least one cellular export step from the maternal tissue prior to the import into the
N Medvedeva et al.
Environmental research, 106(3), 289-295 (2007-06-01)
A special group of substances that are very dangerous for the biosphere includes war gases such as mustard gas (bis(2-chloroethyl)sulphide). The influence of mustard gas hydrolysis products (MGHPs) on soil microbiota has been investigated. These substances bear numerous toxic effects
Anne E Boyer et al.
Journal of analytical toxicology, 28(5), 327-332 (2004-07-09)
Sulfur mustard (HD), or bis(2-chloroethyl)sulfide, has several urinary metabolites that can be measured to assess human exposure. These metabolites include the simple hydrolysis product thiodiglycol (TDG) and its oxidative analogue, TDG-sulfoxide, as well as metabolites of the glutathione/b-lyase pathway 1,1'-sulfonylbis[2-(methyl-sulfinyl)ethane]
Hong Li et al.
Biodegradation, 24(1), 125-135 (2012-07-04)
Thiodiglycol (TDG) is both the precursor for chemical synthesis of mustard gas and the product of mustard gas hydrolysis. TDG can also react with intermediates of mustard gas degradation to form more toxic and/or persistent aggregates, or reverse the pathway
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