Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

2-(Dicyclohexylphosphino)biphenyl

Related Products

Hot Products

Name

2-(Dicyclohexylphosphino)biphenyl

EINECS 480-030-2
CAS No. 247940-06-3 Density N/A
PSA 13.59000 LogP 7.12620
Solubility N/A Melting Point 102-106 °C(lit.)
Formula C24H31P Boiling Point 499.5 °C at 760 mmHg
Molecular Weight 350.484 Flash Point 271.7 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 36/37/39-26 Risk Codes 36/37/38-22
Molecular Structure Molecular Structure of 247940-06-3 (2-(Dicyclohexylphosphino)biphenyl) Hazard Symbols HarmfulXn
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;

Article Data 11

2-(Dicyclohexylphosphino)biphenyl 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
ConditionsYield
In toluene at 100℃; Inert atmosphere;A n/a
B 97%

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

247940-06-3

CyJohnPhos

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
Inert atmosphere; Reflux;A n/a
B 52%
583-55-1

1-Bromo-2-iodobenzene

247940-06-3

CyJohnPhos

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;

2-(Dicyclohexylphosphino)biphenyl 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 

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 247940-06-3