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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

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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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)
Liquid-crystalline (lsonitrile) gold (I) acetylide complexes.
Kaharu T, et al.
Journal of Materials Chemistry, 5(4), 687-692 (1995)
Chloro (dimethyl sulfide) gold (I)
Jones P G, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 44(12), 2089-2091 (1988)
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)

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