[1,3-bis(2,4,6-trimethylphenyl)-2,3-dihydro-1H-imidazol-2-ylidene](chloro)copper

• ChemBase ID: 142444
• Molecular Formular: C21H24ClCuN2
• Molecular Mass: 403.42766
• Monoisotopic Mass: 402.09239896
• SMILES: Cc1cc(c(c(c1)C)n1ccn(/c/1=[Cu]/Cl)c1c(cc(cc1C)C)C)C
• Canonical SMILES: Cl/[Cu]=c/1\n(ccn1c1c(C)cc(cc1C)C)c1c(C)cc(cc1C)C
• InChI: 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
• InChIKey: JMQRNHTTZWNLMH-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [1,3-bis(2,4,6-trimethylphenyl)-2,3-dihydro-1H-imidazol-2-ylidene](chloro)copper
• IUPAC Traditional name: [1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene](chloro)copper
• Synonyms: [1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I) chloride; Chloro[1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I); [1,3-双(2,4,6-三甲苯基)咪唑-2-亚基]氯化铜(I); 氯[1,3-双(2,4,6-三甲苯基)咪唑-2-亚基]铜(I)

Database IDs

• CAS Number: 873779-78-3
• MDL Number: MFCD15144833

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.889778
• LogD (pH = 7.4): 8.8899975
• Log P: 8.89
• Molar Refractivity: 106.8716 cm^3
• Polarizability: 42.197258 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 273-277 °C

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C21H24ClCuN2

DETAILS

Sigma Aldrich - 715425

Packaging
250 mg in glass bottle
Application
Catalyst for:
• Hydroboration of terminal alkynes1
• Click reaction of azides with terminal alkynes2
• Hydrosilylation of ketones and azide-alkyne cycloadditions3
• Regioselective boron addition to internal alkynes4
• Hydroboration5
• Methylenation-Diels-alder cyclization6