dicyclohexylphosphane
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
With Ethyl trichloroacetate In chlorobenzene at 80℃; for 2.46667h; Product distribution / selectivity; | 80.6% |
cyclohexylmagnesiumchloride
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
With phosphorus trichloride | |
With phosphorus trichloride In diethyl ether | |
With phosphorus trichloride In toluene at 0℃; |
cyclohexylmagnesiumchloride
dichlorocyclohexylphosphine
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Irradiation; |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
In chloroform at 20℃; |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
In chloroform at 20℃; |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
In chloroform at 20℃; |
1-bromocyclohexane
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: 1-bromocyclohexane With magnesium In tetrahydrofuran at 20℃; for 2h; Grignard reaction; Stage #2: With diethylphosphoramidous dichloride In tetrahydrofuran at 0 - 50℃; for 3h; phosphorylation; Stage #3: With hydrogenchloride In pentane at 0℃; for 1h; Hydrolysis; |
cyclohexyl chloride
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Mg / diethyl ether / 2.5 h / Heating 2: PCl3 / diethyl ether View Scheme | |
Stage #1: cyclohexyl chloride With magnesium In diethyl ether Stage #2: With phosphorus trichloride In diethyl ether at -40 - 20℃; for 5.33333h; | |
Multi-step reaction with 2 steps 1: diethyl ether 2: phosphorus trichloride / diethyl ether / -40 - 20 °C View Scheme | |
Stage #1: cyclohexyl chloride With magnesium In diethyl ether Stage #2: With phosphorus trichloride In tetrahydrofuran; diethyl ether at -40 - 20℃; for 7h; | |
Multi-step reaction with 2 steps 1: magnesium / diethyl ether 2: phosphorus trichloride / tetrahydrofuran / 7 h / -40 - 20 °C View Scheme |
trimethylsilyldicyclohexylphosphane
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / diethyl ether / -25 °C 2: CHCl3 / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 100 percent / diethyl ether / -25 °C 2: CHCl3 / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 100 percent / diethyl ether / -25 °C 2: CHCl3 / 20 °C View Scheme |
Chlor-diethylamino-cyclohexyl-phosphan
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: PCl3 / Irradiation 2: Irradiation View Scheme |
1-phenylpyrrole
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: 1-phenylpyrrole With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane Inert atmosphere; Reflux; Stage #2: chlorodicyclohexylphosphane In hexane for 1h; Reflux; | 99% |
Stage #1: 1-phenylpyrrole With n-butyllithium; N,N,N,N,-tetramethylethylenediamine Stage #2: chlorodicyclohexylphosphane |
2-chloro-N,N-diisopropylbenzamide
chlorodicyclohexylphosphane
N,N-diisopropyl 6-chloro-2-dicyclohexylphosphinobenzamide
Conditions | Yield |
---|---|
Stage #1: N,N-diisopropyl 2-chlorobenzamide With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78℃; for 0.583333h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 99% |
(R)-(-)-N-benzyl-4-hydroxymethyl-3-azahexan-1-ol
chlorodicyclohexylphosphane
(2R)-2-[benzyl{(2-((dicyclohexylphosphanyl)oxy)ethyl)}amino]butyldicyclohexylphosphinite
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 99% |
2,6-Diaminopyridine
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
With triethylamine In toluene at 70℃; for 48h; | 99% |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: 1-(2,4-dimethoxyphenyl)naphthalene With n-butyllithium In tetrahydrofuran; hexane for 1.25h; Cooling with ice; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at 20℃; for 3.66667h; Cooling with ice; | 99% |
ethylene glycol
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 74h; | 98.7% |
1,2-bis(3-hydroxyprop-1-yn-1-yl)benzene
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at -78 - 20℃; for 4h; | 98% |
With triethylamine In tetrahydrofuran at 20℃; for 2h; | 98% |
sodium tetrafluoroborate
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: C28H46P(1+)*I(1-); chlorodicyclohexylphosphane With n-butyllithium In hexane; toluene at 20℃; for 72h; Inert atmosphere; Schlenk technique; Stage #2: sodium tetrafluoroborate In acetonitrile at 20℃; Inert atmosphere; Schlenk technique; | 98% |
2,2'-dihydroxybiphenyl
chlorodicyclohexylphosphane
(C6H4OP(cyclohexyl)2)2
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 60℃; | 97% |
1-(2,6-diisopropylphenyl)-1H-imidazole
chlorodicyclohexylphosphane
2-(dicyclohexylphosphino)-1-(2,6-diisopropylphenyl)-1H-imidazole
Conditions | Yield |
---|---|
Stage #1: 1-(2,6-diisopropylphenyl)-1H-imidazole With n-butyllithium In tetrahydrofuran; hexane at -30℃; for 0.5h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at -30 - 50℃; Inert atmosphere; | 97% |
Stage #1: 1-(2,6-diisopropylphenyl)-1H-imidazole With n-butyllithium In tetrahydrofuran; hexane at 30℃; for 0.5h; Glovebox; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at 50℃; for 1h; Glovebox; Inert atmosphere; | 44% |
Conditions | Yield |
---|---|
Stage #1: C19H17N5 With n-butyllithium In tetrahydrofuran at -80 - 0℃; for 1h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane at -80 - 20℃; Inert atmosphere; | 96.1% |
Conditions | Yield |
---|---|
Stage #1: C19H17N5 With n-butyllithium In tetrahydrofuran; ethanol at -80 - 0℃; for 1h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; ethanol at -80 - 20℃; Inert atmosphere; | 96.1% |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
With t-BuLi In diethyl ether byproducts: LiCl; under N2; to a stirred soln. of Cr-contg. compd. (8.77 mmol) in dry Et2O, t-BuLi (10.53 mmol, in hexane) was added dropwise for 1 h at -80°C; the mixt. was stirred for 1 h; the lithiated complex was dissolved in THF; ClPCy2 (10.53 mmol) was added; after warming to room temp., LiCl was filtered off and the solvent was removed in vac.; column chromy. on alumina (eluent: pentane, Et2O); elem.anal.; | 96% |
1,3-Dimethoxybenzene
chlorodicyclohexylphosphane
dicyclohexyl(2',6'-dimethoxy-[1,1'-biphenyl]-2-yl)phosphine
Conditions | Yield |
---|---|
Stage #1: 1,3-Dimethoxybenzene With n-butyllithium In tetrahydrofuran at 20℃; for 5h; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran at 20℃; for 12h; | 96% |
Stage #1: 1,3-Dimethoxybenzene With n-butyllithium In tetrahydrofuran; hexanes at 0 - 20℃; for 5.17h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran at 0 - 20℃; for 12.17h; Inert atmosphere; | 96% |
4,5-dihydro-4,4-dimethyl-2-phenoxazole
chlorodicyclohexylphosphane
2-[2-(dicyclohexylphosphino)phenyl]-4,5-dihydro-4,4-dimethyloxazole
Conditions | Yield |
---|---|
Stage #1: 4,5-dihydro-4,4-dimethyl-2-phenoxazole With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In cyclohexane; pentane at -78 - 20℃; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In cyclohexane; pentane at -78 - 20℃; Inert atmosphere; | 96% |
2'-bromo-6-methoxy-N,N-dimethylbiphenyl-2-amine
chlorodicyclohexylphosphane
2'-(dicyclohexylphosphino)-6-methoxy-N,N-dimethylbiphenyl-2-amine
Conditions | Yield |
---|---|
Stage #1: 2'-bromo-6-methoxy-N,N-dimethylbiphenyl-2-amine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at -78 - 20℃; | 96% |
ferrocene
chlorodicyclohexylphosphane
1-di(2-(5-methylfuryl)phosphanyl)ferrocene
Conditions | Yield |
---|---|
With aluminum (III) chloride In hexane at -10℃; for 3h; Temperature; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 85℃; for 20h; Inert atmosphere; | 96% |
2-Aminomethylthiophene
chlorodicyclohexylphosphane
thiophene-2-(N-dicyclohexylphosphino)methylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 1.25h; Inert atmosphere; Schlenk technique; | 95.6% |
1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol chloride
chlorodicyclohexylphosphane
1-{3-chloro-2-[(dicyclohexylphosphanyl)oxy]propyl}-3-methylimidazolium chloride
Conditions | Yield |
---|---|
Stage #1: 1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol chloride With n-butyllithium In hexane; dichloromethane at -78 - 20℃; for 1.5h; Inert atmosphere; Schlenk technique; Stage #2: chlorodicyclohexylphosphane In hexane; dichloromethane at -78 - 20℃; for 4h; Inert atmosphere; Schlenk technique; | 95.5% |
Stage #1: 1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol chloride With n-butyllithium In hexane; dichloromethane at -78 - 20℃; for 1.5h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In hexane; dichloromethane at -78 - 20℃; for 2h; Inert atmosphere; | 95.5% |
Stage #1: 1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol chloride With n-butyllithium In hexane; dichloromethane; acetone at -78 - 20℃; for 1.5h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In hexane; dichloromethane; acetone at -78 - 20℃; for 2h; Inert atmosphere; | 95.5% |
Stage #1: 1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol chloride With n-butyllithium In dichloromethane at -78 - 20℃; for 1.5h; Inert atmosphere; Schlenk technique; Stage #2: chlorodicyclohexylphosphane In dichloromethane at -78 - 20℃; for 2h; Inert atmosphere; Schlenk technique; | 94.8% |
(S)-1-Pyrrolidin-2-yl-methanol
chlorodicyclohexylphosphane
(CH2)3NP(C6H11)2CHCH2OP(C6H11)2
Conditions | Yield |
---|---|
With triethylamine In benzene at 20℃; | 95% |
chlorodicyclohexylphosphane
dicyclohexylphosphine oxide
Conditions | Yield |
---|---|
With water In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 95% |
With water In tetrahydrofuran at 20℃; for 5h; | 86% |
With water Ambient temperature; | |
Multi-step reaction with 2 steps 1: (i) nBuLi, benzene, hexane, (ii) /BRN= 956672/ 2: H2O / CHCl3 View Scheme | |
With hydrogenchloride In water at 0 - 20℃; for 24h; |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: (RC,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1'-bromoferrocene With sec.-butyllithium In tert-butyl methyl ether; cyclohexane at 0℃; for 1h; Stage #2: chlorodicyclohexylphosphane In tert-butyl methyl ether; cyclohexane at 0 - 20℃; for 2h; | 95% |
Stage #1: (RC,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1'-bromoferrocene With n-butyllithium In hexane; tert-butyl methyl ether at -5 - 0℃; Stage #2: chlorodicyclohexylphosphane In hexane; tert-butyl methyl ether at 0 - 20℃; | 95% |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: C30H31BrFe2NP With sec.-butyllithium In methyl tert-butyl ether (MTBE); cyclohexane at 0℃; for 1h; Stage #2: chlorodicyclohexylphosphane In tert-butyl methyl ether; cyclohexane at 0 - 20℃; for 2h; | 95% |
3-chloro-N,N-diisopropylbenzamide
chlorodicyclohexylphosphane
N,N-diisopropyl 3-chloro-2-dicyclohexylphosphinobenzamide
Conditions | Yield |
---|---|
Stage #1: N,N-diisopropyl 3-chlorobenzamide With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78℃; for 0.583333h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
Stage #1: 9-dicyclohexylphosphino-9H-fluorene With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran at 0 - 20℃; for 18h; Inert atmosphere; Schlenk technique; | 95% |
(1R,2R)-N',N'-dimethyl-1,2-diphenylethane-1,2-diamine
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: (1R,2R)-N1,N1-dimethyl-1,2-diphenylethane-1,2-diamine With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere; | 94.4% |
8-quinolinol
bis(benzonitrile)palladium(II) dichloride
chlorodicyclohexylphosphane
[Pd(C9H6N(O)P(C6H11)2)Cl2]
Conditions | Yield |
---|---|
With potassium hydride In tetrahydrofuran; dichloromethane quinoline was dissolved in THF, KH was added slowly, mixt. was stirred for 10 min, filtered, (C3H7)2PCl in THF was added dropwise, mixt. was stirred for 1 h, soln. of Pd complex in CH2Cl2 was added to filtrate, mixt.was stirred overnight; mixt. was filtered through celite, volatiles were removed under vac.; elem. anal.; | 94% |
2-bromo-pyridine
chlorodicyclohexylphosphane
2-(dicyclohexylphosphino)pyridine
Conditions | Yield |
---|---|
Stage #1: 2-bromo-pyridine With n-butyllithium In diethyl ether; hexane at -100 - -90℃; for 2h; Stage #2: chlorodicyclohexylphosphane In diethyl ether; hexane at -90℃; for 2h; | 94% |
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: lithium cyclopentadienide; chlorodicyclohexylphosphane In toluene at -80 - 20℃; Inert atmosphere; Stage #2: With n-butyllithium In hexane; n-heptane at -40 - 20℃; Inert atmosphere; | 94% |
Chemical Name: Dicyclohexylchlorophosphine
CAS No.: 16523-54-9
Molecular Formula: C12H22ClP
Formula Weight: 232.73 g/mol
Density: 1.054 g/mL at 25 °C(lit.)
Flash Point: 133.7 °C
Boiling Point: 297.5 °C at 760 mmHg
Sensitive: Air & Moisture Sensitive
Following is the structure of Dicyclohexylchlorophosphine (16523-54-9):
Product Categories about Dicyclohexylchlorophosphine (16523-54-9) are Chlorophosphines ; Phosphines ; Catalysis and Inorganic Chemistry ; Phosphorus Compounds ; Phosphorus Precursors
The chemical synonymous of Dicyclohexylchlorophosphine (16523-54-9) are Chlorodicyclohexylphosphine ; Dicyclohexylphosphinous chloride ; Dicyclohexylchlorophosphine ; Dicyclohexylchlorophosphine, 98+% ; Chlorodicyclohexylphosphine,97%
Hazard Codes:
C: Corrosive
Risk Statements about Dicyclohexylchlorophosphine (16523-54-9):
R14 Reacts violently with water.
R34 Causes burns.
Safety Statements about Dicyclohexylchlorophosphine (16523-54-9):
S8 Keep container dry.
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
Attentions:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood. Handle under argon.
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