Cas no 873779-78-3 (Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I))

Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I) structure
873779-78-3 structure
Product Name:Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I)
CAS No:873779-78-3
MF:C21H24ClCuN2
MW:403.427665710449
MDL:MFCD00058821
CID:657078
PubChem ID:125307392
Update Time:2024-10-26

Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I) Chemical and Physical Properties

Names and Identifiers

    • Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I)
    • Chloro(1,3-dimesityl-1,3-dihydro-2H-imidazol-2-ylidene)copper
    • Copper,chloro[1,3-dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene]-
    • [1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]chlorocopper(I)
    • Chloro[1,3-dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene]copper (ACI)
    • [1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I) chloride
    • Chloro(1,3-dihydro-1,3-dimesityl-2H-imidazol-2-ylidene)copper
    • Chloro[1,3-di(mesityl)imidazol-2-ylidene]copper
    • IMesCuCl
    • 873779-78-3
    • (1,3-Dimesityl-1H-imidazol-3-ium-2-yl) copper chloride
    • 1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-1-ium-2-ide;copper(1+);chloride
    • MDL: MFCD00058821
    • Inchi: 1S/C21H24N2.ClH.Cu/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;;/h7-12H,1-6H3;1H;/q;;+1/p-1
    • InChI Key: JMQRNHTTZWNLMH-UHFFFAOYSA-M
    • SMILES: Cl[Cu]=C1N(C2C(C)=CC(C)=CC=2C)C=CN1C1C(C)=CC(C)=CC=1C |^1:1|

Computed Properties

  • Exact Mass: 402.09200
  • Monoisotopic Mass: 402.092399g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 1
  • Complexity: 420
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 6.2?2

Experimental Properties

  • Melting Point: 273-277?°C
  • PSA: 27.03000
  • LogP: 2.38300

Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I) Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Storage Condition:<0°C

Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I) Pricemore >>

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Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I) Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Cuprous chloride ;  1 h, rt
Reference
Mechanochemistry for facilitated access to N,N-diaryl NHC metal complexes
Beillard, Audrey; et al, New Journal of Chemistry, 2017, 41(3), 1057-1063

Production Method 2

Reaction Conditions
1.1 Reagents: Benzenethiol, copper(1+) salt (1:1) Solvents: Dichloromethane ;  2 h, reflux
Reference
Copper(I) thiophenolate in copper N-heterocyclic carbene preparation
Cisnetti, Federico; et al, Tetrahedron Letters, 2010, 51(40), 5226-5229

Production Method 3

Reaction Conditions
1.1 Reagents: Cuprous chloride Solvents: Tetrahydrofuran ;  1 h, rt
Reference
Chemistry Surrounding Monomeric Copper(I) Methyl, Phenyl, Anilido, Ethoxide, and Phenoxide Complexes Supported by N-Heterocyclic Carbene Ligands: Reactivity Consistent with Both Early and Late Transition Metal Systems
Goj, Laurel A.; et al, Inorganic Chemistry, 2006, 45(22), 9032-9045

Production Method 4

Reaction Conditions
1.1 Reagents: Copper oxide (Cu2O) Solvents: Dichloromethane ;  24 h, reflux
Reference
Mechanistic Elucidation of the Arylation of Non-Spectator N-Heterocyclic Carbenes at Copper Using a Combined Experimental and Computational Approach
Williams, Thomas J.; et al, Organometallics, 2015, 34(14), 3497-3507

Production Method 5

Reaction Conditions
1.1 Reagents: Copper oxide (Cu2O) Solvents: Dichloromethane
Reference
N-Propargylation and Copper(I)-Catalyzed Azide-Alkyne Cycloaddition as a Convenient Strategy for Directed Post-Synthetic Modification of 4-Oxo-1,4-Dihydrocinnoline Derivatives
Mikhaylov, Vladimir N.; et al, Chemistry of Heterocyclic Compounds (New York, 2020, 56(7), 915-922

Production Method 6

Reaction Conditions
1.1 Reagents: Copper oxide (Cu2O) Solvents: Water ;  24 h, reflux
Reference
Simple and versatile synthesis of copper and silver N-heterocyclic carbene complexes in water or organic solvents
Citadelle, Cecilia A.; et al, Dalton Transactions, 2010, 39(19), 4489-4491

Production Method 7

Reaction Conditions
1.1 Reagents: Cuprous chloride
Reference
Stereoselective Traceless Borylation-Allenation of Propargylic Epoxides: Dual Role of the Copper Catalyst
Jarava-Barrera, Carlos; et al, Chemistry - A European Journal, 2017, 23(69), 17478-17481

Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I) Raw materials

Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I) Preparation Products

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