2-(Dicyclohexylphosphino)biphenyl
Reaction- Product Name
- 2-(Dicyclohexylphosphino)biphenyl
- CAS No.
- 247940-06-3
- Chemical Name
- 2-(Dicyclohexylphosphino)biphenyl
- Synonyms
- Cy-John-Phos;(2-biphenyl)dicyclohexylphosphine;CYCLOHEXYL JOHNPHOS;dicyclohexyl-(2-phenylphenyl)phosphane;2-(Dicyclo;98% CyJohnPhos;CyJohnPhos 97%;CyJohnPhos CAS;CAS:247940-06-3;Dicyclohexylphosphino)bipheny
- CBNumber
- CB8325019
- Molecular Formula
- C24H31P
- Formula Weight
- 350.48
- MOL File
- 247940-06-3.mol
2-(Dicyclohexylphosphino)biphenyl Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H413May cause long lasting harmful effects to aquatic life
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 638099
- Product name
- CyJohnPhos
- Purity
- 97%
- Packaging
- 1g
- Price
- $41.3
- Updated
- 2025/07/31
- Product number
- 638099
- Product name
- CyJohnPhos
- Purity
- 97%
- Packaging
- 5g
- Price
- $133
- Updated
- 2025/07/31
- Product number
- D3388
- Product name
- 2-(Dicyclohexylphosphino)biphenyl
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $39
- Updated
- 2025/07/31
- Product number
- D3388
- Product name
- 2-(Dicyclohexylphosphino)biphenyl
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $140
- Updated
- 2025/07/31
- Product number
- 15-1140
- Product name
- 2-(Dicyclohexylphosphino))-1,1'-biphenyl, 98% CyJohnPhos
- Packaging
- 1g
- Price
- $31
- Updated
- 2024/03/01
2-(Dicyclohexylphosphino)biphenyl Chemical Properties,Usage,Production
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.
reaction suitability
reaction 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
Synthesis
2052-07-5
829-84-5
247940-06-3
General procedure for the synthesis of 2-(dicyclohexylphosphino)biphenyl from 2-bromobiphenyl and dicyclohexylphosphine: under nitrogen protection, a mixture of L1 (0.05 or 0.10 mmol P), [PdCl(η3-C3H5)]2 (0.025 mmol), 2-bromobiphenyl (0.55 mmol) and dicyclohexylphosphine (0.50 mmol) was reacted in a 20 M KOH The mixture in aqueous solution (0.5-1.0 mL) was reacted by shaking at 100 °C for several hours. After completion of the reaction, the mixture was cooled to room temperature and filtered. The aqueous filtrate was extracted with degassed toluene (2 mL x 2 times). For the recovered catalyst resin beads, extract with degassed toluene (2 mL x 4 times). All extracts were combined and dried with anhydrous Na2SO4, followed by concentration under vacuum to obtain the crude product. The crude product was purified by silica gel fast chromatography using degassed eluent (n-hexane/Et2O = 10/0-9/1), and the purification process was completed by a YAMAZEN medium-pressure liquid chromatography system, which ultimately yielded the target product 2-(dicyclohexylphosphino)biphenyl.
References
[1] Synlett, 2017, vol. 28, # 20, p. 2966 - 2970
2-(Dicyclohexylphosphino)biphenyl Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-(Dicyclohexylphosphino)biphenyl manufacturers
- Product
- 2-(Dicyclohexylphosphino)biphenyl 247940-06-3
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-13
- Product
- 2-(Dicyclohexylphosphino)biphenyl 247940-06-3
- Price
- US $0.00/Kg
- Min. Order
- 1Kg
- Purity
- 98%; sales036@researchvip.com;18903931628;
- Supply Ability
- 100kg
- Release date
- 2025-04-17
- Product
- 2-(Dicyclohexylphosphino)biphenyl 247940-06-3
- Price
- US $34.00-582.00/g
- Min. Order
- 25g
- Purity
- 0.98
- Supply Ability
- 25kg
- Release date
- 2023-12-25