Chloro(dimethylsulfide)gold(I)

Base Information

• Chemical Name: Chloro(dimethylsulfide)gold(I)
• CAS No.: 29892-37-3
• Molecular Formula: C2H6AuClS
• Molecular Weight: 294.555
• European Community (EC) Number: 627-889-3
• DSSTox Substance ID: DTXSID001029475
• Wikipedia: Chloro(dimethyl_sulfide)gold(I)
• Wikidata: Q5102987
• Mol file: 29892-37-3.mol

Synonyms:Chloro(dimethylsulfide)gold(I);29892-37-3;chlorogold;methylsulfanylmethane;(Dimethylsulfide)gold(I) chloride;chloro(dimethyl sulfide)gold(i);AuCl(SMe2);(dimethylsulfide)gold(i)chloride;DTXSID001029475;(methylsulfanyl)methane;AKOS024259170;SC10720;D78287;(Dimethylsulfide)gole(I)chloride, (CH3SCH3)AuCl;A924875;Q5102987;(DIMETHYLSULFIDE)GOLD(I) CHLORIDE;CHLORO(DIMETHYLSULFIDE)GOLD(I);[AU(SME2)CL];(Dimethylsulfide)gole(I)chloride,? (CH3SCH3)AuCl

Chemical Property of Chloro(dimethylsulfide)gold(I)

Chemical Property:

• Melting Point: 160°C(dec.)(lit.)
• PSA: 25.30000
• LogP: 1.66620
• Storage Temp.: 0-10°C
• Sensitive.: light sensitive, store cold
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 293.954444
• Heavy Atom Count: 5
• Complexity: 4.8

Purity/Quality:

98% ^*data from raw suppliers

Chloro(dimethylsulfide)gold(I) >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC.Cl[Au]
• Uses: 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) complexesbis(carbene)gold(I) complex of ferrocenyl complexesgold(I) acetylide complexes

Technology Process of Chloro(dimethylsulfide)gold(I)

There total 16 articles about Chloro(dimethylsulfide)gold(I) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

gold(III) tetrachloride trihydrate + dimethylsulfide (75-18-3) → chloro(dimethylsulfide) gold(I) (29892-37-3)

Guidance literature:

In ethanol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c8dt00109j

Reference yield: 99.0%

potassium tetrachloroaurate(III) (13682-61-6) + dimethylsulfide (75-18-3) → chloro(dimethylsulfide) gold(I) (29892-37-3)

Guidance literature:

In methanol; for 0.5h; Darkness;

DOI:10.1002/chem.201804378

Reference yield: 93.0%

hydrogenchloride (7647-01-0,15364-23-5) + dimethylsulfide (75-18-3) + gold (7440-57-5,457905-15-6) → chloro(dimethylsulfide) gold(I) (29892-37-3)

Guidance literature:

With aqua regia; In methanol; water; dissolving of Au in boiling aqua regia, redn. of vol. by boiling, addn. concd. HCl, redn. of volume; repeat this procedure; cooling to room tempp., addn. of CH3OH, dropwise addn. of SMe2 with min. light exposure withcontinous stirring; pptn., filtration, washing with methanol, diethyl ether and pentane, drying under vac.;

DOI:10.1039/b005251p

upstream raw materials:

hydrogenchloride

dimethylsulfide

gold

potassium tetrachloroaurate(III)

Downstream raw materials:

gold

(triphenylphosphine)gold(I) chloride

(bis(diphenylphosphino)methane)bis(chlorogold(I))

(trimethylphosphine)gold(I) chloride

Refernces

• 1、 Nifontova, G. A.,Lavrent'ev, I. P.. "DISSOLUTION OF METALLIC GOLD IN DMSO-RX SYSTEMS. THE CONCEPT OF A DONOR-ACCEPTOR ELECTRON TRANSFER SYSTEM". . p. 391 - 397. Retrieved 1992.
• 2、 Ma, Xiaoshuang,Ma, Guanyu,Qin, Lubing,Chen, Guangxu,Chen, Shaowei,Tang, Zhenghua. "A synchronous nucleation and passivation strategy for controllable synthesis of Au36(PA)24: unveiling the formation process and the role of Au22(PA)18 intermediate". . p. 1777 - 1784. Retrieved 2020.
• 3、 García-Domínguez, Patricia. "Synthesis of L-Au(I)-CF2H Complexes and Their Application as Transmetalation Shuttles to the Difluoromethylation of Aryl Iodides". supporting information. p. 2923 - 2928. Retrieved 2021/09/07.