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Chloro(dimethylsulfide)gold(I)

Catalog Number
ACM29892373
Product Name
Chloro(dimethylsulfide)gold(I)
Structure
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CAS
29892-37-3
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Synonyms
Chlorogold;methylsulfanylmethane
IUPAC Name
chlorogold;methylsulfanylmethane;
Molecular Weight
294.55
Molecular Formula
C2H6AuClS
Canonical SMILES
CSC.Cl[Au]
InChI
InChI=1S/C2H6S.Au.ClH/c1-3-2;/h1-2H3;1H/q;+1;/p-1
InChI Key
YQALRAGCVWJXGB-UHFFFAOYSA-M
Melting Point
160 °C
Purity
98%
Appearance
Powder
Storage
0-10°C
Complexity
4.8
Covalently-Bonded Unit Count
2
Exact Mass
293.954444
H-Bond Acceptor
1
Heavy Atom Count
5
Monoisotopic Mass
293.954444
Rotatable Bond Count
0
Topological Polar Surface Area
25.3 Ų
Application
Chloro(dimethylsulfide)gold(I) serves as a versatile precursor in the synthesis of various gold(I) catalysts, offering significant utility in organic synthesis. This compound is particularly effective in catalyzing the intermolecular [2+2] cycloaddition of terminal alkynes with substituted alkenes to form substituted cyclobutenes under mild conditions. Additionally, it is used in the synthesis of other important gold complexes, including chloro(trimesitylphosphine)gold(I), gold(I) N-heterocyclic carbene (NHC) complexes, bis(carbene)gold(I) complexes of ferrocenyl compounds, and gold(I) acetylide complexes. Furthermore, it acts as a foundational gold(I) precursor for developing more advanced gold catalysts, which are crucial in converting propargyl sulfoxides into α-thioenones.
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