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Sigma-Aldrich

2,2′-Thiodiethanol

≥99%

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:
12352100
PubChem Substance ID:
24850185
NACRES:
NA.22

Quality Level

200

Assay

≥99%

form

liquid

refractive index

n20/D 1.5215 (lit.)

bp

164-166 °C/20 mmHg (lit.)

mp

−16 °C (lit.)

solubility

alcohol: miscible(lit.)
diethyl ether: slightly soluble(lit.)
water: miscible(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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General description

2,2′-Thiodiethanol (TDE), also known as bis(2-hydroxyethyl)sulfide and thiodiglycol, is commonly used as a solvent in organic synthesis. It is a nontoxic, water soluble embedding medium for optical microscopy. It is the hydrolysis product of sulfur mustard.

Application

2,2′-Thiodiethanol can be used:
  • In the synthesis of luminescent polynuclear gold(I) phosphine complexes.
  • To prepare Co(II) and Mn(II) complexes.
  • As a reactant to prepare sulfone-containing polyurethane materials for electrophoretic applications.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

329.0 °F

Flash Point(C)

165 °C

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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Timothy J Duerr et al.
eLife, 9 (2020-10-15)
Measuring nascent macromolecular synthesis in vivo is key to understanding how cells and tissues progress through development and respond to external cues. Here we perform in vivo injection of alkyne- or azide-modified analogs of thymidine, uridine, methionine, and glucosamine to
Stanislav Lazopulo et al.
Nature, 574(7776), 108-111 (2019-09-20)
Light discrimination according to colour can confer survival advantages by guiding animals towards food and shelter and away from potentially harmful situations1,2. Such colour-dependent behaviour can be learned or innate. Data on innate colour preference in mammals remain controversial3 and
Novel luminescent polynuclear gold (I) phosphine complexes. Synthesis, spectroscopy, and X-ray crystal structure of [Au3 (dmmp) 2] 3+[dmmp= bis (dimethylphosphinomethyl) methylphosphine].
Yam VWW, et al.
J. Chem. Soc., Dalton Trans., 12, 3747-3752 (1990)
Synthesis of sulfone-containing non-ionic polyurethanes for electrophoretic deposition coating
Ohno A, et al.
Polymer Journal, 50(10), 959-966 (2018)
Hao Du et al.
Scientific reports, 9(1), 10571-10571 (2019-07-25)
CLARITY is a hydrogel embedding clearing method that has the advantages of transparency, different tissue compatibility and immunostaining compatibility. However, there are also some limitations to CLARITY as it requires a long time to achieve transparency, and the electrophoresis clearing
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