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88561

Sigma-Aldrich

2,2′-Thiodiethanol

purum, ≥95.0% (GC)

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Synonym(s):
2,2′-Thiobis(ethanol), Bis(2-hydroxyethyl) sulfide, Thiodiethylene glycol, Thiodiglycol
Linear Formula:
S(CH2CH2OH)2
CAS Number:
Molecular Weight:
122.19
Beilstein:
1236325
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

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.)

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

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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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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