(1-{2-[bis(4-methylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(4-methylphenyl)phosphane; dichloropalladium

• ChemBase ID: 142888
• Molecular Formular: C48H40Cl2P2Pd
• Molecular Mass: 856.104722
• Monoisotopic Mass: 854.1017159
• SMILES: Cc1ccc(cc1)P(c1ccc(cc1)C)c1ccc2ccccc2c1c1c2ccccc2ccc1P(c1ccc(cc1)C)c1ccc(cc1)C.Cl[Pd]Cl
• Canonical SMILES: Cc1ccc(cc1)P(c1ccc2c(c1c1c(ccc3c1cccc3)P(c1ccc(cc1)C)c1ccc(cc1)C)cccc2)c1ccc(cc1)C.Cl[Pd]Cl
• InChI: InChI=1S/C48H40P2.2ClH.Pd/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42;;;/h5-32H,1-4H3;2*1H;/q;;;+2/p-2
• InChIKey: ADMKISPNGKUJAU-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (1-{2-[bis(4-methylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(4-methylphenyl)phosphane; dichloropalladium
• IUPAC Traditional name: (1-{2-[bis(4-methylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(4-methylphenyl)phosphane; palladium chloride
• Synonyms: [PdCl2{(S)-4-tolylbinap}]; [(S)-(-)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl]palladium(II) chloride; [PdCl2{(R)-4-tolylbinap}]; [(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl]palladium(II) chloride; [(S)-(-)-2,2′-双(二-对甲苯基膦)-1,1′-联萘]氯化钯(II); [(R)-(+)-2,2′-双(二-对甲苯基膦)-1,1′-联萘]氯化钯(II)

Database IDs

• CAS Number: 191654-69-0; 215597-19-6
• MDL Number: MFCD11656205
• PubChem SID: 162237114
• PubChem CID: 11814861

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 13.7242
• LogD (pH = 7.4): 13.7242
• Log P: 13.7242
• Molar Refractivity: 215.3892 cm^3
• Polarizability: 87.70807 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >300 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H312 + H332-H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C48H40Cl2P2Pd

DETAILS

Sigma Aldrich - 708461

Packaging
100, 500 mg in glass bottle
Application
Catalyst for:
• Enantioselective preparation of hydroxydicarbonyls via aldol addition of pyruvates and diketones with ketene thioacetal1
• Stereoselective aldol condensation using trimethyl[[(phenyl)ethenyl]oxy]silane and benzaldehyde as reactants2
• Stereoselective preparation of naphthalenols via alkylative ring opening of oxabenzonorbornadienes with dialkylzinc3Reactant for:
• Preparation of palladium bis(diphenylphosphino)binaphthyl aqua mononuclear and hydroxo-bridged dinuclear complexes4

Sigma Aldrich - 708763

Packaging
100, 500 mg in glass bottle
Application
Catalyst for:
• Stereoselective preparation of hydroxymethyldihydronaphthalenone via alkylative ring opening of oxabenzonorbornadiene with (PhMe2SiCH2)2Zn followed by hydrogenation and Tamao-Fleming oxidation1
• Asymmetric synthesis of cyclopentylindanes via cyclization of bromo- and trifluoromethanesulfonyloxyphenylheptenylmalonate2