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671800

Sigma-Aldrich

Di(1-adamantyl)benzylphosphine

95%

Synonym(s):

cataCXium® ABn

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About This Item

Empirical Formula (Hill Notation):
C27H37P
CAS Number:
395116-70-8
Molecular Weight:
392.56
Beilstein:
9359745
MDL number:
MFCD05861603
UNSPSC Code:
12352002
PubChem Substance ID:
329760443
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

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: Asymmetric synthesis

functional group

phosphine

SMILES string

C1[C@H]2C[C@H]3C[C@@H]1C[C@@](C2)(C3)P(Cc4ccccc4)[C@@]56C[C@@H]7C[C@@H](C[C@@H](C7)C5)C6

InChI

1S/C27H37P/c1-2-4-19(5-3-1)18-28(26-12-20-6-21(13-26)8-22(7-20)14-26)27-15-23-9-24(16-27)11-25(10-23)17-27/h1-5,20-25H,6-18H2/t20-,21+,22-,23-,24+,25-,26-,27-

InChI key

ANIAFEJRWQDKDV-ANIFQACUSA-N

Related Categories

General description

sold in collaboration with Solvias AG

Application

Catalyst for:
  • Sonogashira coupling reaction
  • Ruthenium-catalyzed amination of secondary alcohols. with ammonia
  • Rhodium-catalyzed regioselective hydroformylation of alkenes
  • Reductive carbonylation
  • Suzuki coupling reaction

Legal Information

US7148176
cataCXium is a registered trademark of Umicore AG & Co. KG

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Articles

cataCXium®

cataCXium® - Ligands and Complexes for Efficient Cross-Coupling Reactions. Cross-coupling reactions are an important class of catalytic transformations with applications in polymer science as well as in the fine chemicals and pharmaceutical industries.

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