1,3-bis[2,6-bis(propan-2-yl)phenyl]imidazolidin-2-ylidene

• ChemBase ID: 143087
• Molecular Formular: C27H38N2
• Molecular Mass: 390.60402
• Monoisotopic Mass: 390.30349923
• SMILES: CC(C)c1cccc(c1N1CCN([C]1)c1c(cccc1C(C)C)C(C)C)C(C)C
• Canonical SMILES: CC(c1cccc(c1N1CCN([C]1)c1c(cccc1C(C)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C27H38N2/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/h9-14,18-21H,15-16H2,1-8H3
• InChIKey: XZDYFCGKKKSOEY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis[2,6-bis(propan-2-yl)phenyl]imidazolidin-2-ylidene
• IUPAC Traditional name: 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene
• Synonyms: SIPr; 1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene; 1,3-双(2,6-二异丙基苯基)咪唑啉-2-亚基

Database IDs

• CAS Number: 258278-28-3
• MDL Number: MFCD10567379
• PubChem SID: 162237310
• PubChem CID: 10883669

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.892834
• LogD (pH = 7.4): 8.961897
• Log P: 8.9628525
• Molar Refractivity: 127.8726 cm^3
• Polarizability: 48.311317 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 170-175 °C

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C27H38N2

DETAILS

Sigma Aldrich - 716458

Packaging
250 mg in glass bottle
Application
Catalyst for:
• Transformation of organometallic iron complexes1
• Selective production of 5-hydroxymethylfurfural from glucose and fructose2
• Annulation of heterocycles via redox processing3
• Pyridines4
• Cyclotrimerization of isocyanates5
• Ring-opening alkylation6