prop-1-ene; {1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene}(chloro)palladium

• ChemBase ID: 139872
• Molecular Formular: C30H42ClN2Pd
• Molecular Mass: 572.54088
• Monoisotopic Mass: 571.20713803
• SMILES: CC(C)c1cccc(c1n1ccn(/c/1=[Pd]\Cl)c1c(cccc1C(C)C)C(C)C)C(C)C.C=CC
• Canonical SMILES: CC(c1cccc(c1n1ccn(/c/1=[Pd]\Cl)c1c(cccc1C(C)C)C(C)C)C(C)C)C.CC=C
• InChI: InChI=1S/C27H36N2.C3H6.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;1-3-2;;/h9-16,18-21H,1-8H3;3H,1H2,2H3;1H;/q;;;+1/p-1
• InChIKey: GXDCSZHHNGOPRP-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-1-ene; {1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene}(chloro)palladium
• IUPAC Traditional name: [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](chloro)palladium; propylene
• Synonyms: (NHC)Pd(allyl)Cl; Allylchloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]palladium(II), CX 21; Allyl[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]chloropalladium(II); 烯丙基氯[1,3-双(2,6-二异丙基苯基)咪唑-2-亚基]钯(II)，CX 21; 烯丙基[1,3-双(2,6-二异丙基苯基)咪唑-2-亚基]氯化钯(II)

Database IDs

• CAS Number: 478980-03-9
• MDL Number: MFCD08561131
• PubChem SID: 24884472

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 10.706733
• LogD (pH = 7.4): 10.7067995
• Log P: 10.7068
• Molar Refractivity: 133.3876 cm^3
• Polarizability: 54.514767 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >300 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C30H42ClN2Pd

DETAILS

Sigma Aldrich - 660361

Application
Catalyst for the arylation of ketones, Suzuki coupling reaction, Buchwald-Hartwig amination reaction, dehalogenation of aryl chlorides, and oxidation of secondary alcohols.
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