Di(1-adamantyl)-n-butylphosphine - ≥80% , CAS No.321921-71-5

CAS: 321921-71-5 Cat. No.: D597564 Molecular Weight: 358.54 EC Number: 691-708-4

GRADE & PURITY ≥80%

Synonyms

butyl-di-1-adamantylphosphine | BUTYLDI-1-ADAMANTYLPHOSPHINE | n-butyl-di-adamantylphosphine | butyl diadamantyl phosphine | butyl-di-1-adamantyl phosphine | butyldi-1-adamantyl phosphine | n-butyldi-1-adamantylphosphine | SCHEMBL19588665 | HTJWUNNIRKDDIV

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

 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

Specifications

Synonyms

butyl-di-1-adamantylphosphine | BUTYLDI-1-ADAMANTYLPHOSPHINE | n-butyl-di-adamantylphosphine | butyl diadamantyl phosphine | butyl-di-1-adamantyl phosphine | butyldi-1-adamantyl phosphine | n-butyldi-1-adamantylphosphine | SCHEMBL19588665 | HTJWUNNIRKDDIV

Specifications & Purity

≥80%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥80%

Names and Identifiers

• Canonical Smiles: CCCCP(C12CC3CC(C1)CC(C3)C2)C45CC6CC(C4)CC(C6)C5
• IUPAC Name: bis(1-adamantyl)-butylphosphane
• InChIKey: HTJWUNNIRKDDIV-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CCCCP(C12CC3CC(C1)CC(C3)C2)C45CC6CC(C4)CC(C6)C5
• WGK Germany: 3
• Molecular Weight: 358.54
• Reaxy-Rn: 8726448
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8726448&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organophosphorus compounds
    • Class Organic phosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Organophosphorus compounds
• Class: Organic phosphines and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Organic phosphines and derivatives
• Alternative Parents: Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Phosphine - Hydrocarbon derivative - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as organic phosphines and derivatives. These are organic compounds containing a phosphine derivative, with the general formula B1P(R2)R3 (R1-R3=alkyl, aryl).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 110-111°C
• Molecular Weight: 358.500 g/mol
• XLogP3: 6.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 358.279 Da
• Monoisotopic Mass: 358.279 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 408.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1