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Merck
CN

799718

AlPhos

≥95%, powder

Synonym(s):

Di-1-adamantyl(4″-butyl-2″,3″,5″,6″-tetrafluoro-2′,4′,6′-triisopropyl-2-methoxy-meta-terphenyl)phosphine

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About This Item

Empirical Formula (Hill Notation):
C52H67F4OP
CAS Number:
Molecular Weight:
815.06
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
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Product Name

AlPhos,

Quality Segment

product line

Buchwald Ligand

assay

≥95%

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

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.



Storage Class

11 - Combustible Solids

WGK

WGK 3



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