3-chloropyridine; {1,3-bis[2,6-bis(pentan-3-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene}dichloropalladium

• ChemBase ID: 143337
• Molecular Formular: C40H56Cl3N3Pd
• Molecular Mass: 791.67174
• Monoisotopic Mass: 789.25746785
• SMILES: CCC(CC)c1cccc(c1n1ccn(c1=[Pd](Cl)Cl)c1c(cccc1C(CC)CC)C(CC)CC)C(CC)CC.c1cc(cnc1)Cl
• Canonical SMILES: Clc1cccnc1.CCC(c1cccc(c1n1ccn(c1=[Pd](Cl)Cl)c1c(cccc1C(CC)CC)C(CC)CC)C(CC)CC)CC
• InChI: InChI=1S/C35H52N2.C5H4ClN.2ClH.Pd/c1-9-26(10-2)30-19-17-20-31(27(11-3)12-4)34(30)36-23-24-37(25-36)35-32(28(13-5)14-6)21-18-22-33(35)29(15-7)16-8;6-5-2-1-3-7-4-5;;;/h17-24,26-29H,9-16H2,1-8H3;1-4H;2*1H;/q;;;;+2/p-2
• InChIKey: BCXSKTXOKALLAZ-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloropyridine; {1,3-bis[2,6-bis(pentan-3-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylidene}dichloropalladium
• IUPAC Traditional name: 3-chloropyridine; {1,3-bis[2,6-bis(pentan-3-yl)phenyl]imidazol-2-ylidene}dichloropalladium
• Synonyms: Dichloro[1,3-bis(2,6-Di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II); [1,3-Bis(2,6-Di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)dichloropalladium(II); [1,3-Bis(2,6-Di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; Pd-PEPPSI™-IPent catalyst

Database IDs

• CAS Number: 1158652-41-5

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 14.511699
• LogD (pH = 7.4): 14.5117
• Log P: 14.5117
• Molar Refractivity: 176.3319 cm^3
• Polarizability: 71.43025 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 195-201 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%
• Empirical Formula (Hill Notation): C40H56Cl3N3Pd

DETAILS

Sigma Aldrich - 732117

Packaging
1 g in glass bottle
250 mg in glass bottle
Legal Information
US Patent 7250510
PEPPSI is a trademark of Total Synthesis Ltd.
Application

• Catalyst for Stille coupling reaction (eq. 1)
• Catalyst for Negishi coupling reaction (eq. 2)
• Catalyst for Suzuki coupling reaction (eq. 3)
Application Guide for Palladium Catalyzed Cross-Coupling ReactionsCross-Coupling, Amination and Heck Transformation using PEPPSI Catalysts