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Cas Database |
| Name |
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl |
EINECS | 613-838-2 |
| CAS No. | 657408-07-6 | Density | N/A |
| PSA | 32.05000 | LogP | 7.14340 |
| Solubility | N/A | Melting Point |
164-166 °C |
| Formula | C26H35O2P | Boiling Point | 513.3 °C at 760 mmHg |
| Molecular Weight | 410.536 | Flash Point | 330.7 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 24/25-36/37 | Risk Codes | 40 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| 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; |
Article Data | 7 |
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 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 | 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 | 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% |
- 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane
| 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 | 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 | 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
- 657408-07-6
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane
| 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 |
- 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 | 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 | 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 | 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 |
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Chemical Properties
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
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Uses
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl (CAS NO.657408-07-6) has been used as a ligand for Buchwald and Suzuki coupling reaction.
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Safety Profile
Hazard Codes of 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl (CAS NO.657408-07-6): 
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.
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 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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