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Merck
CN

696307

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I)

powder

Synonym(s):

[(iPr)CuCl], [1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I) chloride

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About This Item

Empirical Formula (Hill Notation):
C27H36ClCuN2
CAS Number:
Molecular Weight:
487.59
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I),

form

powder

Quality Level

reaction suitability

core: copper, reagent type: catalyst

mp

>300 °C

SMILES string

CC(C)c1cccc(C(C)C)c1N2C=CN(\C2=[Cu]\Cl)c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H36N2.ClH.Cu/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;;/h9-16,18-21H,1-8H3;1H;/q;;+1/p-1

InChI key

JPUFNIIPFXQOCB-UHFFFAOYSA-M

Application

"Use for reduction of olefin and carbonyl, carbene transfer reaction, aziridination of olefins, and methyleneation of aldehydes."


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

N-Heterocyclic Carbene-Copper Complexes

设计全新的金属催化络合物时,N-杂环卡宾配体(NHCs)是绝佳选择。这些催化剂具有空气和水分稳定性,可作为前体用于合成更多空气敏感复合物。


Hélène Lebel et al.
The Journal of organic chemistry, 72(1), 144-149 (2006-12-30)
(NHC)-Cu (NHC = N-heterocyclic carbene) complexes efficiently catalyzed the methylenation of a variety of aliphatic and aromatic aldehydes and ketones in the presence of trimethylsilyldiazomethane, triphenylphosphine, and 2-propanol. The copper catalysts are not only inexpensive compared to rhodium complexes, but
Kaur H. et al.
Organometallics, 23, 1157-1157 (2004)
Manuel R Fructos et al.
Journal of the American Chemical Society, 126(35), 10846-10847 (2004-09-02)
The complex IPrCuCl (1) catalyzes the transfer of the :CHCO2Et group from ethyl diazoacetate (EDA) to unsaturated and saturated substrates (olefins, amine, alcohols) with very high yields. In the absence of substrate, the complex 1 does not react with EDA



Global Trade Item Number

SKUGTIN
696307-1G04061826700686
696307-250MG04061833550885