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Merck

88561

2,2′-Thiodiethanol

purum, ≥95.0% (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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329769662
EC Number:
203-874-3
Beilstein/REAXYS Number:
1236325
MDL number:
MFCD00002910
Assay:
≥95.0% (GC)
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

grade

purum

assay

≥95.0% (GC)

form

liquid

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.)

functional group

hydroxyl, thioether

Quality Level

100

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Application

2,2′-Thiodiethanol is used in the preparation of a wide range of gold complexes, which include Au(I) based catalysts such as chloro(triphenylphosphine)gold(I) [Au(PPh3)Cl], chloro(dimethyl sulfide)gold(I) [Au(SMe2)Cl] and chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold(I) [IPrAuCl]. It can also be used to build calixarene frameworks.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6177
SDBB4556
STBL3227
STBL2788
STBK8880

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Gold (I)?Catalyzed Intermolecular Cyclopropanation of Enynes with Alkenes: Trapping of Two Different Gold Carbenes.
Lopez S, et al.
Angewandte Chemie (International Edition in English), 118(36), 6175-6178 (2006)
Stereo-and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines.
Hesp K D, et al.
Journal of the American Chemical Society, 132(51), 18026-18029 (2010)
Networking of calixcrowns: From heteronuclear endo/exocyclic coordination polymers to a photoluminescence switch.
Lee J Y, et al.
Journal of the American Chemical Society, 130(42), 13838-13839 (2008)
A general synthesis for gold (I) complexes.
Al?Sa'Ady A K, et al.
Inorg. Synth., 23, 191-194 (1985)
Binding and extraction of alkali and alkaline earth metals by nano-baskets of calix [4] arene-1, 2-crown-3.
Mokhtari B and Pourabdollah K
Journal of Inclusion Phenomena and Macrocyclic Chemistry, 73(1-4), 269-277 (2012)
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