1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazole; 3-chloropyridine; dichloropalladium; bis(iodocopper)

• ChemBase ID: 135671
• Molecular Formular: C32H42Cl3Cu2I2N3Pd
• Molecular Mass: 1062.37592
• Monoisotopic Mass: 1058.8160584
• SMILES: CC(C)c1cccc(c1N1CN(C=C1)c1c(cccc1C(C)C)C(C)C)C(C)C.c1cc(cnc1)Cl.Cl[Pd]Cl.[Cu]I.[Cu]I
• Canonical SMILES: CC(c1cccc(c1N1C=CN(C1)c1c(cccc1C(C)C)C(C)C)C(C)C)C.Clc1cccnc1.Cl[Pd]Cl.[Cu]I.[Cu]I
• InChI: InChI=1S/C27H38N2.C5H4ClN.2ClH.2Cu.2HI.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;6-5-2-1-3-7-4-5;;;;;;;/h9-16,18-21H,17H2,1-8H3;1-4H;2*1H;;;2*1H;/q;;;;2*+1;;;+2/p-4
• InChIKey: IDLDIAHKQDWVLN-UHFFFAOYSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazole; 3-chloropyridine; dichloropalladium; bis(iodocopper)
• IUPAC Traditional name: 1,3-bis(2,6-diisopropylphenyl)-2H-imidazole; 3-chloropyridine; bis(copper(I) iodide); palladium chloride
• Synonyms: PEPPSI™-SONO-sp3; [1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene] (3-chloropyridyl)Pd(II) dichloride:Cu(I) iodide; [1,3-双(2,6-二异丙基苯基)咪唑-2-基亚基](3-氯吡啶基)二氯化钯(II):碘化铜(I)

Database IDs

• PubChem SID: 162229944; 24885359
• PubChem CID: 71309366

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.983731
• LogD (pH = 7.4): 8.983732
• Log P: 8.983732
• Molar Refractivity: 127.9855 cm^3
• Polarizability: 48.63741 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-50/53
• Safety Statements: 26-36/37-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H332-H315-H319-H335-H410
• GHS Precautionary statements: P261-P273-P305 + P351 + P338-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C32H40Cl3N3Pd · 2CuI

DETAILS

Sigma Aldrich - 677256

Application
Catalyst formulation of PEPPSI™-IPr and CuI (1:2 molar ratio) for Sonogashira coupling of terminal alkynes with sp3 centers.
Legal Information
US Patent 7250510
PEPPSI is a trademark of Total Synthesis Ltd.