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ChemicalBook > Product Catalog >Organic Chemistry >Phosphines >2-(Dicyclohexylphosphino)biphenyl

2-(Dicyclohexylphosphino)biphenyl

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CAS:247940-06-3
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2-(Dicyclohexylphosphino)biphenyl manufacturers

2-(Dicyclohexylphosphino)biphenyl Basic information
Reaction
Product Name:2-(Dicyclohexylphosphino)biphenyl
Synonyms:2-(DICYLOHEXYLPHOSPHINO)BIPHENYL;2-(DICYCLOHEXYLPHOSPHINO)BIPHENYL;(2-BIPHENYLYL)DICYCLOHEXYLPHOSPHINE;2-(Dicyclohexylphosphino)biphenyl2-(Dicyclohexylphosphino)biphenyl;2-(Dicyclohexylphosphino)biphenyl,98%;2-(DICYCLOHEXYLPHOSPHINO)BIPHENYL 98%;PHOSPHINE, [1,1''-BIPHENYL]-2-YLDICYCLOHEXYL-;2-(Dicyclohexylphosphino)biphenyl, Cyclohexyl JohnPhos
CAS:247940-06-3
MF:C24H31P
MW:350.48
EINECS:480-030-2
Product Categories:Phosphine Ligands;Synthetic Organic Chemistry;organophosphine ligand;Ligand;Achiral Phosphine;Aryl Phosphine;Buchwald Ligands Series;Buchwald Ligands&Precatalysts;Phosphines
Mol File:247940-06-3.mol
2-(Dicyclohexylphosphino)biphenyl Structure
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
InChIInChI=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
InChIKeyLCSNDSFWVKMJCT-UHFFFAOYSA-N
SMILESP(C1=CC=CC=C1C1=CC=CC=C1)(C1CCCCC1)C1CCCCC1
CAS DataBase Reference247940-06-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22
Safety Statements 36/37/39-26
WGK Germany 3
10-13-23
TSCA No
HazardClass AIR SENSITIVE
HS Code 29310099
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
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.
Reactions of 247940-06-3_1
Reactions of 247940-06-3_2
Description2-(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 Propertieswhite to light yellow crystal powde
Usessuzuki reaction
UsesLigand employed in an extremely general method for the Pd-catalyzed synthesis of aromaticamines using aryl chlorides, bromides and triflates.
Uses2-(Dicyclohexylphosphino)biphenyl is used as a catalyst for Suzuki coupling reactions.
General DescriptionCyJohnPhos [(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.
reaction suitabilityreaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Hiyama Coupling
reagent type: ligand
reaction type: Methylations
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Oxidations
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
Tag: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

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