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Merck
CN

166782

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24850185
EC Number:
203-874-3
Beilstein/REAXYS Number:
1236325
MDL number:
MFCD00002910
Assay:
≥99%
Form:
liquid

Key Documents

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InChI key

YODZTKMDCQEPHD-UHFFFAOYSA-N

InChI

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

SMILES string

OCCSCCO

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.)

functional group

hydroxyl, thioether

Quality Level

200

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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

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

329.0 °F

flash_point_c

165 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6177
STBL3227
STBK8880
STBK7607
STBJ7369

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Novel luminescent polynuclear gold (I) phosphine complexes. Synthesis, spectroscopy, and X-ray crystal structure of [Au 3 (dmmp) 2] 3+[dmmp= bis (dimethylphosphinomethyl) methylphosphine]
Yam VW-W, et al.
J. Chem. Soc., Dalton Trans., 3747-3752 (1990)
Yiming Li et al.
Optics letters, 45(13), 3765-3768 (2020-07-08)
Interferometric single-molecule localization microscopy (iPALM, 4Pi-SMS) uses multiphase interferometry to localize single fluorophores and achieves nanometer isotropic resolution in 3D. The current data analysis workflow, however, fails to reach the theoretical resolution limit due to the suboptimal localization algorithm. Here
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
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
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)
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