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2-(Dicyclohexylphosphino)biphenyl

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2-(Dicyclohexylphosphino)biphenyl Basic information

Product Name:
2-(Dicyclohexylphosphino)biphenyl
Synonyms:
  • CYCLOHEXYL JOHNPHOS
  • 2-(DICYLOHEXYLPHOSPHINO)BIPHENYL
  • 2-(DICYCLOHEXYLPHOSPHINO)BIPHENYL
  • (2-BIPHENYLYL)DICYCLOHEXYLPHOSPHINE
  • 2-(Dicyclohexylphosphino)biphenyl2-(Dicyclohexylphosphino)biphenyl
  • 2-(Dicyclohexylphosphino)biphenyl,98%
  • (2-biphenyl)dicyclohexylphosphine
  • 2-(DICYCLOHEXYLPHOSPHINO)BIPHENYL 98%
CAS:
247940-06-3
MF:
C24H31P
MW:
350.48
EINECS:
480-030-2
Product Categories:
  • Phosphine Ligands
  • Synthetic Organic Chemistry
  • Ligand
  • organophosphine ligand
  • Achiral Phosphine
  • Aryl Phosphine
  • Phosphines
  • Buchwald Ligands Series
  • Buchwald Ligands&Precatalysts
Mol File:
247940-06-3.mol
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2-(Dicyclohexylphosphino)biphenyl Chemical Properties

Melting point:
102-106 °C(lit.)
Boiling point:
499.5±24.0 °C(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
soluble in Toluene
form 
crystal
color 
white
Sensitive 
Air Sensitive
BRN 
8440533
InChI
InChI=1S/C24H31P/c1-4-12-20(13-5-1)23-18-10-11-19-24(23)25(21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1,4-5,10-13,18-19,21-22H,2-3,6-9,14-17H2
InChIKey
LCSNDSFWVKMJCT-UHFFFAOYSA-N
SMILES
P(C1=CC=CC=C1C1=CC=CC=C1)(C1CCCCC1)C1CCCCC1
CAS DataBase Reference
247940-06-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-22
Safety Statements 
36/37/39-26
WGK Germany 
3
10-13-23
TSCA 
No
HazardClass 
AIR SENSITIVE
HS Code 
29310099

MSDS

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2-(Dicyclohexylphosphino)biphenyl Usage And Synthesis

Reaction

  1. Ligand used in the palladium-catalyzed synthesis of aromatic amines from aryl chlorides, bromides and triflates.
  2. Ligand employed in Suzuki coupling reactions involving aryl chlorides, bromides and triflates.
  3. Useful ligand for the Pd-catalyzed oxidation of alcohols in the presence of chlorobenzenes.
  4. Useful ligand for the Pd-catalyzed amination with ammonia equivalents.
  5. Ligand for the gold(I)-catalyzed intramolecular [4+2] cycloadditions involving 1,3-enynes and arylalkynes with alkenes.
  6. Ligand used in the palladium-catalyzed borylation of aryl bromdies.
  7. Ligand used in the palladium-catalyzed siliylation of aryl chlorides.

Description

2-(Dicyclohexylphosphino)biphenyl is a ligand for the amination of triflates and aryl halides. Optimal ligand for a novel amination reaction (Buchwald reaction)(2) 2-(Dicyclohexylphosphino)biphenyl, a synthetic chemical compound, has found diverse applications in scientific research. Being a cyclic phosphonate derivative of cyclohexanol, this colourless, odourless, and tasteless solid holds a distinct appeal for laboratory use. In scientific research, 2-(Dicyclohexylphosphino)biphenyl has proven invaluable. It serves as an excellent model compound for delving into protein-ligand interactions, thus aiding in studying small molecule effects on protein folding. Moreover, researchers have utilized 2-(Dicyclohexylphosphino)biphenyl to gain insights into protein structures and unravel the mechanism of action behind various drugs. Additionally, the compound has been a vital tool in assessing how environmental factors influence protein structure and function. The interaction between 2-(Dicyclohexylphosphino)biphenyl and proteins primarily occurs through hydrogen bonding and hydrophobic interactions, resulting in high-affinity and specific protein binding. 

Chemical Properties

white to light yellow crystal powde

Uses

Ligand employed in an extremely general method for the Pd-catalyzed synthesis of aromaticamines using aryl chlorides, bromides and triflates.

Uses

suzuki reaction

Uses

2-(Dicyclohexylphosphino)biphenyl is used as a catalyst for Suzuki coupling reactions.

General Description

CyJohnPhos [(2-Biphenyl)dicyclohexylphosphine] is an air-stable, bulky and electron-rich monodentate biarylphosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

2-(Dicyclohexylphosphino)biphenylSupplier

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