chlorogold; dicyclohexyl({2-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane

• ChemBase ID: 135621
• Molecular Formular: C33H49AuClP
• Molecular Mass: 709.135471
• Monoisotopic Mass: 708.29260888
• SMILES: CC(C)c1cc(c(c(c1)C(C)C)c1ccccc1P(C1CCCCC1)C1CCCCC1)C(C)C.Cl[Au]
• Canonical SMILES: CC(c1cc(cc(c1c1ccccc1P(C1CCCCC1)C1CCCCC1)C(C)C)C(C)C)C.Cl[Au]
• InChI: InChI=1S/C33H49P.Au.ClH/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;;1H/q;+1;/p-1
• InChIKey: AFVLNRJUCUDBHP-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: chlorogold; dicyclohexyl({2-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane
• IUPAC Traditional name: gold chloride; xphos
• Synonyms: XPhos AuCl; 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl gold(I) chloride; Chloro[2-dicyclohexyl(2′,4′,6′-trisopropylbiphenyl)phosphine]gold(I); 2-二环己基膦基-2′,4′,6′-三异丙基联苯基氯化金(I); 氯[2-二环己基(2′,4′,6′-三异丙基联苯基)膦]金(I)

Database IDs

• CAS Number: 854045-94-6
• MDL Number: MFCD09842765
• PubChem SID: 162229895
• PubChem CID: 51357616

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 10.071707
• LogD (pH = 7.4): 10.197986
• Log P: 10.3948
• Molar Refractivity: 151.7063 cm^3
• Polarizability: 61.180626 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 243-250 °C

Safety Information

• German water hazard class: 3

Product Information

• Empirical Formula (Hill Notation): C33H49AuClP

DETAILS

Sigma Aldrich - 687510

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Gold Catalysts - 21st Century ′Gold Rush′
Catalyst for:
• Michael addition and intramolecular hydroalkylation reactions
• Cascade cyclization of diynes
• Hydroarylation of allenes via a highly regioselective carbon-carbon bond formation producing six-membered rings
• Alkyne cyclizations in a Holey catalytic environment