CAS No.247940-06-3,2-(Dicyclohexylphosphino)biphenyl Suppliers

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Basic Information

Molecular Structure:
CAS No.:	247940-06-3
Name:	2-(Dicyclohexylphosphino)biphenyl
Article Data:	11

Formula:	C₂₄H₃₁P
Molecular Weight:	350.484
Synonyms:	(1,1'-Biphenyl-2-yl)dicyclohexylphosphine;(2-Biphenyl)dicyclohexylphosphine;2-(Dicyclohexylphosphino)-1,1'-biphenyl;2-Dicyclohexylphosphinyl-1,1'-biphenyl;Biphenyl-2-yl(dicyclohexyl)phosphine;Dicyclohexyl(o-biphenyl)phosphine;o-(Dicyclohexylphosphino)biphenyl;
EINECS:	480-030-2
Melting Point:	102-106 °C(lit.)
Boiling Point:	499.5 °C at 760 mmHg
Flash Point:	271.7 °C
Appearance:	white to light yellow crystal powder
Hazard Symbols:	Xn
Risk Codes:	36/37/38-22
Safety:	36/37/39-26
PSA:	13.59000
LogP:	7.12620

Synthetic route

: 67-56-1
methanol

: 1186392-99-3
(2-biphenyl)dicyclohexylphosphane-borane(1:1)

A: 121-43-7
Trimethyl borate

B: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
In toluene at 100℃; Inert atmosphere;	A n/a B 97%

...Expand

: ([1,1’-biphenyl]-2-yl)dicyclohexylphosphine oxide

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
With 1,3-diphenyl-disiloxane In toluene at 110℃; Sealed tube; chemoselective reaction;	93%
With diisobutylaluminium hydride In various solvent(s) at 125℃; for 4h;
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane / 1 h / 20 °C / Schlenk technique; Inert atmosphere; Sealed tube 2: hexachlorodisilane / dichloromethane-d2 / 0.08 h / 20 °C / Inert atmosphere; Schlenk technique; Glovebox View Scheme

: 2052-07-5
2-Bromobiphenyl

: 829-84-5
dicyclohexylphosphane

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); potassium hydroxide In water at 100℃; Inert atmosphere;	81%

: 591-50-4
iodobenzene

: 1417911-72-8
dicyclohexyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]phosphine borane

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
Stage #1: iodobenzene; dicyclohexyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]phosphine borane With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium hydroxide In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere; Stage #2: With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; Inert atmosphere;	81%

: 17763-65-4
biphenyl-2-yl trifluoromethanesulfonate

: 829-84-5
dicyclohexylphosphane

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In N,N-dimethyl-formamide at 100℃; for 18.67h; Product distribution / selectivity;	77%
With 1,4-diaza-bicyclo[2.2.2]octane; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In N,N-dimethyl-formamide at 100℃; for 18.67h; Product distribution / selectivity;	8 %Chromat.
With 1,8-diazabicyclo[5.4.0]undec-7-ene; nickel dichloride In water; N,N-dimethyl-formamide at 100℃; for 18.67h; Product distribution / selectivity;	90 %Chromat.

: 2052-07-5
2-Bromobiphenyl

: 16523-54-9
chlorodicyclohexylphosphane

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Metallation; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at -78 - 0℃; for 14h; Condensation;	71%
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at 0℃; for 2h; Stage #2: chlorodicyclohexylphosphane In diethyl ether; hexane at 20℃; for 1h;

: 64-17-5
ethanol

: 1186392-99-3
(2-biphenyl)dicyclohexylphosphane-borane(1:1)

A: 150-46-9
triethyl borate

B: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
Inert atmosphere; Reflux;	A n/a B 52%

...Expand

: 583-55-1
1-Bromo-2-iodobenzene

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; 1,2-dimethoxyethane / 5 h / 80 °C / Inert atmosphere 2.1: n-butyllithium / hexane; diethyl ether / 2 h / 0 °C 2.2: 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,2-dimethoxyethane; water / 5 h / 80 °C / Inert atmosphere 2.1: n-butyllithium / hexane; diethyl ether / 2 h / 0 °C 2.2: 1 h / 20 °C View Scheme

: 98-80-6
phenylboronic acid

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; 1,2-dimethoxyethane / 5 h / 80 °C / Inert atmosphere 2.1: n-butyllithium / hexane; diethyl ether / 2 h / 0 °C 2.2: 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,2-dimethoxyethane; water / 5 h / 80 °C / Inert atmosphere 2.1: n-butyllithium / hexane; diethyl ether / 2 h / 0 °C 2.2: 1 h / 20 °C View Scheme

: 2052-07-5
2-Bromobiphenyl

Cy2P-Hal: Cy2P-Hal

: 247940-06-3
CyJohnPhos

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at 0℃; for 2h; Stage #2: Cy2P-Hal In diethyl ether; hexane at 20℃; for 1h;

Raw Materials

64-17-5

67-56-1

583-55-1

17763-65-4

2052-07-5

16523-54-9

98-80-6

829-84-5

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Specification

The Phosphine,[1,1'-biphenyl]-2-yldicyclohexyl-, with the CAS registry number 247940-06-3, is also known as 2-(Dicyclohexylphosphino)-1,1'-biphenyl. It belongs to the product categories of Phosphines; Ligand; Phosphine Ligands; Synthetic Organic Chemistry; Organophosphine ligand. This chemical's molecular formula is C₂₄H₃₁P and molecular weight is 350.48. What's more, its systematic name is biphenyl-2-yl(dicyclohexyl)phosphane. The product should be sealed and stored in containers with nitrogen gas which are placed in cool and dry places. Moreover, it should be protected from oxides and halogen. It is a ligand employed in an extremely general method for the Pd-catalyzed synthesis of aromaticamines using aryl chlorides, bromides and triflates.

Physical properties of Phosphine,[1,1'-biphenyl]-2-yldicyclohexyl- are: (1)ACD/LogP: 8.45; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.45; (4)ACD/LogD (pH 7.4): 8.45; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 937423.31; (8)ACD/KOC (pH 7.4): 937423.31; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 13.59 Å²; (13)Flash Point: 271.7 °C; (14)Enthalpy of Vaporization: 73.88 kJ/mol; (15)Boiling Point: 499.5 °C at 760 mmHg; (16)Vapour Pressure: 1.27E-09 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: P(c2ccccc2c1ccccc1)(C3CCCCC3)C4CCCCC4
(2)Std. 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
(3)Std. InChIKey: LCSNDSFWVKMJCT-UHFFFAOYSA-N