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This product has been replaced by 166782-ALDRICH | 2,2′-Thiodiethanol ≥99%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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °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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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
Leila El Bassi et al.
Journal of hazardous materials, 167(1-3), 124-127 (2009-01-31)
Microbial degradation of thiodiglycol (bis(2-hydroxyethyl)sulfide, TDG) with petroleum-desulfurizing soil bacteria was examined. Among the bacteria tested, several strains belonging to the genera Rhodococcus and Gordonia grew on TDG as the sole sulfur source. The selected strain Rhodococcus sp. strain T09
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
Karolin K Kroening et al.
Analytical and bioanalytical chemistry, 393(8), 1949-1956 (2009-02-14)
Sulfur mustard (HD), bis(2-chloroethyl)sulfide, is one of a class of mustard agents which are chemical warfare agents. The main chemical warfare hydrolysis degradation products of sulfur mustards are: thiodiglycol, bis(2-hydroxyethylthio)methane, 1,2-bis(2-hydroxyethylthio)ethane, 1,3-bis(2-hydroxyethylthio)propane, and 1,4-bis(2-hydroxyethylthio)butane. The aim of this study is
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