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230502

Sigma-Aldrich

Copper(I) bromide dimethyl sulfide complex

99%

Synonym(s):

Copper(I) bromide methyl sulfide complex, Cuprous bromide dimethyl sulfide complex, Cuprous bromide methyl sulfide complex

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About This Item

Linear Formula:
CuBr · CH3SCH3
CAS Number:
54678-23-8
Molecular Weight:
205.58
Beilstein:
4386581
EC Number:
259-292-5
MDL number:
MFCD00043295
UNSPSC Code:
12161600
PubChem Substance ID:
24853810
NACRES:
NA.22

Assay

99%

form

solid

reaction suitability

core: copper
reagent type: catalyst

mp

132 °C (dec.) (lit.)

SMILES string

[Cu]Br.CSC

InChI

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

InChI key

PMHQVHHXPFUNSP-UHFFFAOYSA-M

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Application

Catalyst employed in the addition of Grignard reagents (alkyl, alkenyl, aryl) to fullerenes. This process adds 5 organic groups to [60]fullerene and 3 groups to [70]fullerene.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Organic Syntheses, 83, 80-80 (2006)
Beatriz Pacheco Berciano et al.
Organic letters, 12(18), 4038-4041 (2010-08-26)
The copper-catalyzed direct alkynylation of azoles with 1,1-dibromo-1-alkenes as electrophiles is described. These easily accessible substrates are a useful addition to the field of direct alkynylations in an efficient and functional group tolerant reaction to provide a straightforward entry to
Enantioselective Cu-catalyzed 1,4-addition of Grignard reagents to cyclohexenone using taddol-derived phosphine-phosphite ligands and 2-methyl-THF as a solvent.
Tobias Robert et al.
Angewandte Chemie (International ed. in English), 47(40), 7718-7721 (2008-09-06)
Rossiter, B. E. et al.B. E.; Swingle, N. M.
Chemical Reviews, 92, 771-771 (1992)

Articles

Reagents for C–C Bond Formation

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