2-methoxy-2-methylpropane; [2-(2-aminoethyl)phenyl](chloro)palladium; dicyclohexyl({3,6-dimethoxy-2-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane

• ChemBase ID: 143649
• Molecular Formular: C48H75ClNO3PPd
• Molecular Mass: 886.960761
• Monoisotopic Mass: 885.42079558
• SMILES: CC(C)c1cc(c(c(c1)C(C)C)c1c(ccc(c1P(C1CCCCC1)C1CCCCC1)OC)OC)C(C)C.CC(C)(C)OC.c1ccc(c(c1)CCN)[Pd]Cl
• Canonical SMILES: COC(C)(C)C.COc1ccc(c(c1c1c(cc(cc1C(C)C)C(C)C)C(C)C)P(C1CCCCC1)C1CCCCC1)OC.NCCc1ccccc1[Pd]Cl
• InChI: InChI=1S/C35H53O2P.C8H10N.C5H12O.ClH.Pd/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28;9-7-6-8-4-2-1-3-5-8;1-5(2,3)6-4;;/h19-25,27-28H,9-18H2,1-8H3;1-4H,6-7,9H2;1-4H3;1H;/q;;;;+1/p-1
• InChIKey: OWHWOTGYDWMPCA-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxy-2-methylpropane; [2-(2-aminoethyl)phenyl](chloro)palladium; dicyclohexyl({3,6-dimethoxy-2-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane
• IUPAC Traditional name: [2-(2-aminoethyl)phenyl](chloro)palladium; dicyclohexyl[3,6-dimethoxy-2-(2,4,6-triisopropylphenyl)phenyl]phosphane; methyl tertiary-butyl ether
• Synonyms: (BrettPhos) palladium(II) phenethylamine chloride; BrettPhos Palladacycle; BrettPhos precatalyst; Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2′,4′, 6′-triisopropyl-1,1′-biphenyl][2-(2-aminoethyl)phenyl]palladium(II)

Database IDs

• PubChem SID: 162237866
• PubChem CID: 71311025

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 9.787433
• LogD (pH = 7.4): 9.884402
• Log P: 9.8894
• Molar Refractivity: 164.6327 cm^3
• Polarizability: 66.11947 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 198-204 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C43H63ClNO2PPd

DETAILS

Sigma Aldrich - 718750

Packaging
1 g in glass bottle
100 mg in glass bottle
Application
Application Guide for Palladium Catalyzed Cross-Coupling ReactionsCatalyst for:
• C,N-cross coupling of unprotected 3-halo-2-aminopyridines with primary and secondary amines1
• Amination reaction2
• N-arylation of aminophenols3