1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene

• ChemBase ID: 141608
• Molecular Formular: C27H36N2
• Molecular Mass: 388.58814
• Monoisotopic Mass: 388.28784916
• SMILES: CC(C)c1cccc(c1N1C=CN([C]1)c1c(cccc1C(C)C)C(C)C)C(C)C
• Canonical SMILES: CC(c1cccc(c1N1C=CN([C]1)c1c(cccc1C(C)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C27H36N2/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
• InChIKey: VYCIHDBIKGRENI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene
• IUPAC Traditional name: 1,3-bis(2,6-diisopropylphenyl)-2H-imidazol-2-ylidene
• Synonyms: Ipr; 1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene; 1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene; 1,3-双(2,6-二异丙基苯基)咪唑-2-亚基; 1,3-双(2,6-二异丙基苯基)咪唑-2-烯

Database IDs

• CAS Number: 244187-81-3
• MDL Number: MFCD07781991
• PubChem SID: 162235842
• PubChem CID: 11271730

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.4259925
• LogD (pH = 7.4): 8.007486
• Log P: 9.02245
• Molar Refractivity: 127.2502 cm^3
• Polarizability: 48.07216 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 213-217 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C27H36N2

DETAILS

Sigma Aldrich - 696196

Application
Ligand for Pd complexes for amination reaction of aryl halides; used as C-C bond formation reaction, e.g. Kumada-Tamao-Corriu reaction, Suzuki coupling, and Stille coupling.
Packaging
1 g in glass bottle
250 mg in glass bottle