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

• ChemBase ID: 141611
• Molecular Formular: C160H210Cl15Cu2I2N15Pd5
• Molecular Mass: 3788.27584
• Monoisotopic Mass: 3775.407728
• SMILES: CC(C)c1cccc(c1N1CN(C=C1)c1c(cccc1C(C)C)C(C)C)C(C)C.CC(C)c1cccc(c1N1CN(C=C1)c1c(cccc1C(C)C)C(C)C)C(C)C.CC(C)c1cccc(c1N1CN(C=C1)c1c(cccc1C(C)C)C(C)C)C(C)C.CC(C)c1cccc(c1N1CN(C=C1)c1c(cccc1C(C)C)C(C)C)C(C)C.CC(C)c1cccc(c1N1CN(C=C1)c1c(cccc1C(C)C)C(C)C)C(C)C.c1cc(cnc1)Cl.c1cc(cnc1)Cl.c1cc(cnc1)Cl.c1cc(cnc1)Cl.c1cc(cnc1)Cl.Cl[Pd]Cl.Cl[Pd]Cl.Cl[Pd]Cl.Cl[Pd]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.CC(c1cccc(c1N1C=CN(C1)c1c(cccc1C(C)C)C(C)C)C(C)C)C.CC(c1cccc(c1N1C=CN(C1)c1c(cccc1C(C)C)C(C)C)C(C)C)C.CC(c1cccc(c1N1C=CN(C1)c1c(cccc1C(C)C)C(C)C)C(C)C)C.CC(c1cccc(c1N1C=CN(C1)c1c(cccc1C(C)C)C(C)C)C(C)C)C.Clc1cccnc1.Clc1cccnc1.Clc1cccnc1.Clc1cccnc1.Clc1cccnc1.Cl[Pd]Cl.Cl[Pd]Cl.Cl[Pd]Cl.Cl[Pd]Cl.Cl[Pd]Cl.[Cu]I
• InChI: InChI=1S/5C27H38N2.5C5H4ClN.10ClH.2Cu.2HI.5Pd/c5*1-18(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;5*6-5-2-1-3-7-4-5;;;;;;;;;;;;;;;;;;;/h5*9-16,18-21H,17H2,1-8H3;5*1-4H;10*1H;;;2*1H;;;;;/q;;;;;;;;;;;;;;;;;;;;2*+1;;;5*+2/p-12
• InChIKey: HHZQXZQIQVCMBL-UHFFFAOYSA-B

NAMES AND DATABASE IDS

Names

• IUPAC name: pentakis(1,3-bis[2,6-bis(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazole); pentakis(3-chloropyridine); pentakis(dichloropalladium); bis(iodocopper)
• IUPAC Traditional name: pentakis(1,3-bis(2,6-diisopropylphenyl)-2H-imidazole); pentakis(3-chloropyridine); bis(copper(I) iodide); pentakis(palladium chloride)
• Synonyms: PEPPSI™-SONO-sp2

Database IDs

• PubChem SID: 162235845
• PubChem CID: 71310663

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: 30
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-50/53
• Safety Statements: 36/37-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H312 + H332-H315-H319-H410
• GHS Precautionary statements: P273-P280-P305 + P351 + P338-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C32H40Cl3N3Pd · 0.4CuI

DETAILS

Sigma Aldrich - 692263

Application
Catalyst formulation of PEPPSI™-IPr and CuI (1:0.4 molar ratio) for Sonogashira coupling of terminal alkynes with sp2 centers.
Packaging
1 g in glass bottle
Legal Information
US Patent 7250510
PEPPSI is a trademark of Total Synthesis Ltd.