butylbis(3R,5S,7s)-adamantan-1-ylphosphane hydroiodide

• ChemBase ID: 141549
• Molecular Formular: C24H40IP
• Molecular Mass: 486.452631
• Monoisotopic Mass: 486.19123591
• SMILES: CCCCP([C@@]12C[C@H]3C[C@@H](C1)C[C@@H](C2)C3)[C@@]12C[C@H]3C[C@@H](C1)C[C@H](C2)C3.I
• Canonical SMILES: CCCCP([C@]12C[C@@H]3C[C@@H](C2)C[C@@H](C1)C3)[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3.I
• InChI: InChI=1S/C24H39P.HI/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;1H/t17-,18+,19-,20-,21+,22-,23-,24-
• InChIKey: IBXHWLZKSOGUFS-HDWJELNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: butylbis(3R,5S,7s)-adamantan-1-ylphosphane hydroiodide
• IUPAC Traditional name: butylbis(3R,5S,7s)-adamantan-1-ylphosphane hydroiodide
• Synonyms: cataCXium® AHI; Di(1-adamantanyl)-n-butyl-phosphonium iodide; Di(1-adamantyl)-n-butylphosphine hydriodide; 二(1-金刚烷基)-n-丁基膦氢碘化物 氢碘酸盐; 正丁基二(1-金刚烷基)膦 氢碘酸盐

Database IDs

• CAS Number: 714951-87-8
• MDL Number: MFCD10566973
• PubChem SID: 162235783
• PubChem CID: 66629336

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.936951
• LogD (pH = 7.4): 4.9369526
• Log P: 4.9529
• Molar Refractivity: 112.109 cm^3
• Polarizability: 43.31061 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Ligand For: Arylations; Buchwald-Hartwig Cross Coupling Reaction; Suzuki-Miyaura Coupling

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C24H40IP

DETAILS

Sigma Aldrich - 671584

Application
Phosphonium salts are ligand precursors for the palladium-catalyzed amination, and Suzuki coupling
General description
sold in collaboration with Solvias AG
Packaging
1, 5 g in glass bottle
Legal Information
US7148176
cataCXium is a registered trademark of Evonik Degussa GmbH
Protocols & Applications
Efficient Suzuki Coupling with cataCXium Ligands and Complexes