671479

cataCXium^® A

95%

• Synonym(s): Di(1-adamantyl)-n-butylphosphine
• Empirical Formula (Hill Notation): C₂₄H₃₉P
• CAS Number: 321921-71-5
• Molecular Weight: 358.54
• Beilstein: 8726448
• MDL number: MFCD05861606
• UNSPSC Code: 12352001
• PubChem Substance ID: 329760425
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• reaction suitability: reagent type: ligand; reaction type: Arylations; reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: C-C Bond Formation; reagent type: ligand; reaction type: Cross Couplings; reagent type: ligand; reaction type: Heck Reaction; reagent type: ligand; reaction type: Sonogashira Coupling; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• functional group: phosphine
• SMILES string: CCCCP([C@]12C[C@H]3C[C@H](C[C@H](C3)C1)C2)[C@@]45C[C@@H]6C[C@@H](C[C@@H](C6)C4)C5
• InChI: 1S/C24H39P/c1-2-3-4-25(23-11-17-5-18(12-23)7-19(6-17)13-23)24-14-20-8-21(15-24)10-22(9-20)16-24/h17-22H,2-16H2,1H3/t17-,18+,19-,20-,21+,22-,23-,24-
• InChI key: HTJWUNNIRKDDIV-FECFBMJZSA-N

Description

General description

Sold in collaboration with Solvias AG

cataCXium^® A is commonly used as a catalyst in cross-coupling reactions, such as Suzuki and Sonogashira reactions.

Application

cataCXium^® A or di-adamantylalkylphosphine is a bulky and electron-rich phosphine ligand that is highly effective for palladium catalyzed cross-coupling reactions such as Heck and Suzuki coupling, Buchwald-Hartwig amination of aryl chlorides, and α-arylation reactions of ketones.

Other applications:

• palladium-catalyzed carbonylation of aryl and heteroaryl halides
• palladium-catalyzed synthesis of (hetero)aromatic nitriles
• palladium-catalyzed aminocarbonylation of aryl halides

Features and Benefits

• Mild reaction condition
• Low catalyst loading
• High yield and turn over number

Legal Information

US7148176

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

Safety Information

• 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