2-(Dicyclohexylphosphino)biphenyl
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2-(Dicyclohexylphosphino)biphenyl
structure -
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CAS No:
247940-06-3
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Formula:
C24H31P
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Chemical Name:
2-(Dicyclohexylphosphino)biphenyl
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Synonyms:
Phosphine,[1,1′-biphenyl]-2-yldicyclohexyl-;[1,1′-Biphenyl]-2-yldicyclohexylphosphine;o-(Dicyclohexylphosphino)biphenyl;2-(Dicyclohexylphosphino)biphenyl;Dicyclohexyl(o-biphenyl)phosphine;(1,1′-Biphenyl-2-yl)dicyclohexylphosphine;2-(Dicyclohexylphosphino)-1,1′-biphenyl;Biphenyl-2-yldicyclohexylphosphine;(2-Biphenyl)dicyclohexylphosphine;Cy-JohnPhos
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CAS No:
2-(Dicyclohexylphosphino)biphenyl Basic Attributes
350.48
350.48
480-030-2
DTXSID60370170
2902909090
Characteristics
0
6.7
white crystal
68.9-80.9 °C
499.5ºC at 760mmHg
271.7±29.2 °C
1.27E-09mmHg at 25°C
Safety Information
AIR SENSITIVE
NONH for all modes of transport
3
36/37/38-22
36/37/39-26
Xn
P273, P501
H413
|Warning|H315 (13.64%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-(Dicyclohexylphosphino)biphenyl Use and Manufacturing
General procedure: A mixture of L1 (0.05 or 0.10 mmol of P), [PdCl(η3-C3H5)]2 (0.025mmol), arylhalides (0.55 mmol) and dicyclohexylphosphine (0.50 mmol) in 20 M KOH aqueous solution (0.5-1.0 mL) under nitrogen atmosphere was shaken for several hours at 100 °C. The mixture was cooled and filtered. After being cooled, the reaction mixture was filtered and the aqueous filtrate was extracted with degassed toluene (2 mL x 2 times). Recovered catalyst resin beads were extracted with degassed toluene (2 mL x 4 times). The combined extract was dried over anhydrous NaA 50 cc glass vessel was equipped with a magnetic stirring bar, a pressure gauge, a syringe loading opening, a nitrogen valve and a vacuum valve. To the glass vessel were added 3.08 g (10.2 mmol) of biphenyl-2-yl-triflate, 3.12 g (20.5 mmol) of DBU, 262.7 mg (0.50 mmol) of Ni(dppe)ClA biphenyl-2-yl phosphine compounds were obtained in the same manner as except for changing the type of a hydrogen-phosphine compound, catalyst, base and solvent used, as shown in Table 1.In addition, in all the Examples and Comparative Examples, biphenyl-2-yl-triflate was used as a biarylsulfonate compound, and 1.5 equivalents of a hydrogen-phosphine compound and 2 equivalents of a base were used, based on biphenyl-2-yl-triflate. Further, the reaction time was set to 16 to 24 hours (overnight).In Examples 1 to 5 and Comparative Examples 1 to 3, the compounds used and the results of the reaction yield and the like are shown in Table 1.A biphenyl-2-yl phosphine compounds were obtained in the same manner as except for changing the type of a hydrogen-phosphine compound, catalyst, base and solvent used, as shown in Table 1.In addition, in all the Examples and Comparative Examples, biphenyl-2-yl-triflate was used as a biarylsulfonate compound, and 1.5 equivalents of a hydrogen-phosphine compound and 2 equivalents of a base were used, based on biphenyl-2-yl-triflate. Further, the reaction time was set to 16 to 24 hours (overnight).In Examples 1 to 5 and Comparative Examples 1 to 3, the compounds used and the results of the reaction yield and the like are shown in Table 1.
suzuki reaction
Computed Properties
Molecular Weight:350.5
XLogP3:6.7
Rotatable Bond Count:4
Exact Mass:350.216337987
Monoisotopic Mass:350.216337987
Heavy Atom Count:25
Complexity:356
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-(Dicyclohexylphosphino)biphenyl
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