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This product has been replaced by 166782-ALDRICH | 2,2′-Thiodiethanol ≥99%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

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, 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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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]
Isaac Ohsawa et al.
Journal of chromatography. A, 1061(2), 235-241 (2005-01-12)
A method for determining thiodiglycol (TDG), a mustard gas hydrolysis product in water, serum and urine samples using gas chromatography-mass spectrometry (GC-MS) after tert-butyldimethylsilylation (TBDMS) is described. Quantitation of TDG was performed by measuring the respective peak area on the
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