{1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene}(chloro)[(2E)-3-phenylprop-2-en-1-yl]palladium

• ChemBase ID: 143042
• Molecular Formular: C36H45ClN2Pd
• Molecular Mass: 647.6289
• Monoisotopic Mass: 646.23061313
• SMILES: CC(C)c1cccc(c1n1ccn(/c/1=[Pd](\Cl)/C/C=C/c1ccccc1)c1c(cccc1C(C)C)C(C)C)C(C)C
• Canonical SMILES: CC(c1cccc(c1n1ccn(/c/1=[Pd](\C/C=C/c1ccccc1)/Cl)c1c(cccc1C(C)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C27H36N2.C9H9.ClH.Pd/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;1-2-6-9-7-4-3-5-8-9;;/h9-16,18-21H,1-8H3;2-8H,1H2;1H;/q;;;+1/p-1/b;6-2+
• InChIKey: RWGNZUQSYXTZIX-IYPQHCRLSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: {1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene}(chloro)[(2E)-3-phenylprop-2-en-1-yl]palladium
• IUPAC Traditional name: [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](chloro)[(2E)-3-phenylprop-2-en-1-yl]palladium
• Synonyms: CX 31; [1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]chloro[3-phenylallyl]palladium(II); [1,3-双(2,6-二异丙基苯基)咪唑-2-亚基]氯[3-苯基烯丙基]钯(II)

Database IDs

• CAS Number: 884879-23-6
• MDL Number: MFCD11045095

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 13.254629
• LogD (pH = 7.4): 13.254798
• Log P: 13.2548
• Molar Refractivity: 174.0711 cm^3
• Polarizability: 69.80975 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 205-208 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/38
• Safety Statements: 22-24/25-26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C36H45ClN2Pd

DETAILS

Sigma Aldrich - 709042

Packaging
1 g in glass bottle
250 mg in glass bottle
Legal Information
Sold in cooperation with Umicore for research purposes only. US Patent US 6,316,380; EP 721 953, and foreign equivalents apply
Application

• Catalyst for Suzuki coupling1 (eq. 1)
• Catalyst for Buchwald-Hartwig amination reaction2 (eq. 2)
Catalyst for:
• Suzuki-Miyaura couplings1
• Buchwald-Hartwig couplings