Skip to Content
Merck
All Photos(1)

Documents

166782

Sigma-Aldrich

2,2′-Thiodiethanol

≥99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Looking for similar products? Visit Product Comparison Guide

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service