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Key Documents

593192

Sigma-Aldrich

Cu-TMEDA catalyst

Synonym(s):

Di-μ-hydroxo-bis[(N,N,N′.N′-tetramethylethylenediamine)copper(II)] chloride

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About This Item

Empirical Formula (Hill Notation):
C12H34Cl2Cu2N4O2
CAS Number:
Molecular Weight:
464.42
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

core: copper
reagent type: catalyst

Quality Level

mp

131-132 °C (lit.)

SMILES string

[H]O[Cu]Cl.[H]O[Cu]Cl.CN(C)CCN(C)C.CN(C)CCN(C)C

InChI

1S/2C6H16N2.2ClH.2Cu.2H2O/c2*1-7(2)5-6-8(3)4;;;;;;/h2*5-6H2,1-4H3;2*1H;;;2*1H2/q;;;;2*+2;;/p-4

InChI key

XSGFQMSXIWLPOB-UHFFFAOYSA-J

Application

Catalyst for:
  • Asymmetric conjugate addition reactions
  • 1,3-dipolar cycloaddition of pyrazolidinone-based dipoles to terminal alkynes (precatalyst)
  • Oxidative N-arylation of imidazoles
  • Oxidative coupling copolymerization
  • Tandem phosphorous-carbon bond formation-oxyfunctionalization reactions
  • Benzylation and allylation of amides

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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