CAS No.657408-07-6,2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Suppliers

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Basic Information

Molecular Structure:
CAS No.:	657408-07-6
Name:	2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
Article Data:	7

Formula:	C₂₆H₃₅O₂P
Molecular Weight:	410.536
Synonyms:	(2,6-Dimethoxy-1,1'-biphenyl-2-yl)dicyclohexylphosphine;2-(Dicyclohexylphosphino)-2',6'-dimethoxy-1,1'-biphenyl;Dicyclohexyl(2',6'-dimethoxybiphenyl-2-yl)phosphine;S-Phos;
EINECS:	613-838-2
Melting Point:	164-166 °C
Boiling Point:	513.3 °C at 760 mmHg
Flash Point:	330.7 °C
Hazard Symbols:	Xn
Risk Codes:	40
Safety:	24/25-36/37
PSA:	32.05000
LogP:	7.14340

Synthetic route

: 16523-54-9
chlorodicyclohexylphosphane

: 755017-61-9
2'-bromo-2,6-dimethoxybiphenyl

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Stage #1: 2'-bromo-2,6-dimethoxybiphenyl With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Cooling with acetone-dry ice; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran at 20 - 45℃; Inert atmosphere;	88%
Stage #1: 2'-bromo-2,6-dimethoxybiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at -78 - 20℃;	3.32 g

: 694-80-4
2-bromo-1-chlorobenzene

: 151-10-0
1,3-Dimethoxybenzene

: 16523-54-9
chlorodicyclohexylphosphane

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Stage #1: 1,3-Dimethoxybenzene With n-butyllithium In tetrahydrofuran at 0 - 20℃; for 3.5h; Stage #2: 2-bromo-1-chlorobenzene In tetrahydrofuran at 0℃; for 0.5h; Stage #3: chlorodicyclohexylphosphane	36%

...Expand

: (2’,6’-dimethoxy-[1,1’-biphenyl]-2-yl)dicyclohexylphosphine oxide

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
With 1,3-diphenyl-disiloxane In toluene at 110℃; Sealed tube; chemoselective reaction;	87%

: 1380028-15-8
2'-chloro-2,6-dimethoxy-1,1'-biphenyl

: 16523-54-9
chlorodicyclohexylphosphane

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Stage #1: 2'-chloro-2,6-dimethoxy-1,1'-biphenyl With sec.-butyllithium In diethyl ether; cyclohexane at -78 - -45℃; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In diethyl ether; cyclohexane at -78℃; Inert atmosphere;	48%

: 694-80-4
2-bromo-1-chlorobenzene

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran; hexane / 5 h / 0 - 20 °C 1.2: 81 percent / tetrahydrofuran; hexane / 0.25 h / 0 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: 3.32 g / tetrahydrofuran; hexane / -78 - 20 °C View Scheme

: 151-10-0
1,3-Dimethoxybenzene

4-methoxy-trans(?)-cinnamic acid: 4-methoxy-trans(?)-cinnamic acid

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran; hexane / 5 h / 0 - 20 °C 1.2: 81 percent / tetrahydrofuran; hexane / 0.25 h / 0 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: 3.32 g / tetrahydrofuran; hexane / -78 - 20 °C View Scheme

: potassium phosphate

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

: 23112-96-1
(2,6-dimethoxyphenyl)boronic acid

: 95-50-1
1,2-dichloro-benzene

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / toluene / 70 °C / Inert atmosphere 2.1: sec.-butyllithium / diethyl ether; cyclohexane / -78 - -45 °C / Inert atmosphere 2.2: -78 °C / Inert atmosphere View Scheme

: 151-10-0
1,3-Dimethoxybenzene

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2,2,6,6-tetramethylpiperidinyl-lithium / diethyl ether; tetrahydrofuran / 36 h / -45 °C / Inert atmosphere; Sealed tube 2: diethyl ether / -78 °C / Inert atmosphere; Sealed tube View Scheme

: 108-90-7
chlorobenzene

: 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2,2,6,6-tetramethylpiperidinyl-lithium / diethyl ether; tetrahydrofuran / 36 h / -45 °C / Inert atmosphere; Sealed tube 2: diethyl ether / -78 °C / Inert atmosphere; Sealed tube View Scheme

Raw Materials

151-10-0

16523-54-9

23112-96-1

755017-61-9

95-50-1

694-80-4

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Chemistry

Empirical Formula: C₂₆H₃₅O₂P
Molecular Weight: 410.5287
Nominal Mass: 410 Da
Average Mass: 410.5287 Da
Monoisotopic Mass: 410.237466 Da
Flash Point: 330.7 °C
Enthalpy of Vaporization: 75.51 kJ/mol
Boiling Point: 513.3 °C at 760 mmHg
Vapour Pressure: 3.86E-10 mmHg at 25 °C
Melting point: 164-166 °C
Sensitive: Air sensitive
Structure of 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl (CAS NO.657408-07-6):

Product Category of 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl (CAS NO.657408-07-6): Phosphines

Uses

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl (CAS NO.657408-07-6) has been used as a ligand for Buchwald and Suzuki coupling reaction.

Safety Profile

Hazard Codes of 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl (CAS NO.657408-07-6): Harmful Xn
Risk Statements: 40
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 24/25-36/37
S24/25:Avoid contact with skin and eyes.
S36/37:Wear suitable protective clothing and gloves.

Specification

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl , its cas register number is 657408-07-6. It also can be called (2,6-Dimethoxy-1,1'-biphenyl-2-yl)dicyclohexylphosphine ; Phosphine,dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)- ; and Dicyclohexyl(2',6'-dimethoxybiphenyl-2-yl)phosphine . It is an organophosphorus compound derived from biphenyl; and its palladium complexes exhibit high activity for Suzuki coupling reactions involving aryl chlorides.

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