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420727

Sigma-Aldrich

Chloro(dimethylsulfide)gold(I)

Synonym(s):

(Dimethylsulfide)gold(I) chloride

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About This Item

Linear Formula:
(CH3)2SAuCl
CAS Number:
29892-37-3
Molecular Weight:
294.55
MDL number:
MFCD00192090
UNSPSC Code:
12161600
PubChem Substance ID:
24866348
NACRES:
NA.22

form

powder

Quality Level

100

reaction suitability

core: gold
reagent type: catalyst

SMILES string

Cl[Au].CSC

InChI

1S/C2H6S.Au.ClH/c1-3-2;;/h1-2H3;;1H/q;+1;/p-1

InChI key

YQALRAGCVWJXGB-UHFFFAOYSA-M

Application

Chloro(dimethylsulfide)gold(I) can be used to synthesize a gold(I)-catalyst that can effectively catalyze intermolecular [2+2] cycloaddition of terminal alkynes with substituted alkenes to form substituted cyclobutenes under mild reaction conditions.
It can also be used to synthesize:
  • chloro(trimesitylphosphine)gold(I)
  • gold(I) N-heterocyclic carbene (NHC) complexes
  • bis(carbene)gold(I) complex of ferrocenyl complexes
  • gold(I) acetylide complexes

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000308954
0000308954
MKCW1094
MKCT5112
MKCQ7155

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Synthesis and anticancer properties of gold (I) and silver (I) N-heterocyclic carbene complexes
Siciliano T J, et al.
Journal of Organometallic Chemistry, 696(5), 1066-1071 (2011)
Intermolecular [2+ 2] Cycloaddition of Alkynes with Alkenes Catalyzed by Gold (I)
de Orbe M E, et al.
Organic Syntheses, 93, 115-126 (2003)
A cytotoxic bis (carbene) gold (I) complex of ferrocenyl complexes: synthesis and structural characterisation.
Horvath U E, et al.
New. J. Chem., 32(3), 533-539 (2008)
Chloro (dimethyl sulfide) gold (I)
Jones P G, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 44(12), 2089-2091 (1988)
Liquid-crystalline (lsonitrile) gold (I) acetylide complexes.
Kaharu T, et al.
Journal of Materials Chemistry, 5(4), 687-692 (1995)

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