2-(Dicyclohexylphosphino)biphenyl
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
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)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 36/37/39-26
- WGK Germany
- 3
- F
- 10-13-23
- TSCA
- No
- HazardClass
- AIR SENSITIVE
- HS Code
- 29310099
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
2-(Dicyclohexylphosphino)biphenyl Usage And Synthesis
Reaction
- Ligand used in the palladium-catalyzed synthesis of aromatic amines from aryl chlorides, bromides and triflates.
- Ligand employed in Suzuki coupling reactions involving aryl chlorides, bromides and triflates.
- Useful ligand for the Pd-catalyzed oxidation of alcohols in the presence of chlorobenzenes.
- Useful ligand for the Pd-catalyzed amination with ammonia equivalents.
- Ligand for the gold(I)-catalyzed intramolecular [4+2] cycloadditions involving 1,3-enynes and arylalkynes with alkenes.
- Ligand used in the palladium-catalyzed borylation of aryl bromdies.
- 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)biphenyl Preparation Products And Raw materials
Raw materials
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2-(Dicyclohexylphosphino)biphenyl(247940-06-3)Related Product Information
- Tricyclohexyl phosphine
- Dicyclohexyl phthalate
- Biphenyl
- Dicyclohexylcarbodiimide
- 2-(DICYCLOHEXYLPHOSPHINO)-2'-HYDROXYBIPHENYL
- 2-(N,N-Dimethylamino)-2-(dicyclohexylphosphino)biphenyl
- CYCLOHEXYLPHOSPHINE
- DICYCLOHEXYLPHOSPHINE
- 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL
- X-PHOS
- 2-(Dicyclohexylphosphino)-2'-methylbiphenyl
- 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
- 2-Dicyclohexylphosphino-2μ,4μ,6μ-triisopropylbiphenyl gold(I) bis(trifluoromethanesulfonyl)imide
- 2,2'-BIS(DICYCLOHEXYLPHOSPHINO)BIPHENYL
- 2'-DICYCLOHEXYLPHOSPHINO-2,6-DIMETHOXY-3-SULFONATO-1,1'-BIPHENYL HYDRATE SODIUM SALT
- (R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL
- 2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISO&
- 2-(Dicyclohexylphosphino)-2'-isopropylbiphenyl