799718

AlPhos

• Synonym(s): Di-1-adamantyl(4″-butyl-2″,3″,5″,6″-tetrafluoro-2′,4′,6′-triisopropyl-2-methoxy-meta-terphenyl)phosphine
• Empirical Formula (Hill Notation): C₅₂H₆₇F₄OP
• CAS Number: 1805783-60-1
• Molecular Weight: 815.06
• UNSPSC Code: 12161600
• PubChem Substance ID: 329768101
• NACRES: NA.22

Properties

• Assay: ≥95%
• Quality Level: 100
• form: powder
• reaction suitability: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: ligand; reaction type: Cross Couplings
• mp: 218-223 °C
• functional group: phosphine
• storage temp.: −20°C
• InChI: 1S/C52H67F4OP/c1-9-10-12-38-46(53)48(55)45(49(56)47(38)54)44-40(29(4)5)21-39(28(2)3)43(42(44)30(6)7)37-13-11-14-41(57-8)50(37)58(51-22-31-15-32(23-51)17-33(16-31)24-51)52-25-34-18-35(26-52)20-36(19-34)27-52/h11,13-14,21,28-36H,9-10,12,15-20,22-27H2,1-8H3/t31-,32+,33?,34-,35+,36?,51+,52?,58?
• InChI key: ALWIRDZSIXWCBO-VABCSHEKSA-N

Description

Application

AlPhos is a biaryl monophosphine ligand that can be used:

• In the Pd-catalyzed Buchwald-Hartwig cross-coupling reactions.
• To synthesize highly regioselective aryl fluorides by Pd-catalyzed fluorination of a variety of activated aryl and heteroaryl triflates and bromides.
• To prepare aryl thioethers by C–S cross-coupling of thiols with aromatic electrophile in the presence of palladium catalyst.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3