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inquiryProduct Name: Tricyclohexyl phosphine Synonyms: Tricyclohexylphosphine, 97% 1mol THF;tricyclohexyl-phosphin;TRICYCLOHEXYLPHOSPHINE, 20 WT. % SOLUTI&;TRICYCLOHEXYLPHOSPHINE, 1M IN TOLUENE;TRICYCLOHEXYLPHOSPHINE, 1M IN TETRAHYDR&;Tricyclohex
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inquiryProduct Description Product name Tricyclohexyl phosphine CAS 2622-14-2 Assay 99% Appearance white powde
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inquiryName: Tricyclohexyl phosphine Synonyms: tricyclohexylphosphine CAS:2622-14-2 MF: C18H33P Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application:Syntheses Material Intermediates Transp
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inquiryTricyclohexyl phosphine Basic information Product Name: Tricyclohexyl phosphine Synonyms: PHOSPHORUS TRICYCLOHEXYL;TCHP;TRICYCLOHEXYL-PHOSPHANE;TRICYCLOHEXYLPHOSPHINE;NSC 158657;ANTI-TCHP (CENTER) antibody produced in rabbit;Protein TCHP;Trich
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inquiryConditions | Yield |
---|---|
In benzene-d6 at 20℃; for 0.166667h; Inert atmosphere; Glovebox; | A 95% B n/a |
tricyclohexylphosphine
Conditions | Yield |
---|---|
With methanol; 4 A molecular sieve In 1,4-dioxane at 115℃; for 42h; | 92% |
tricyclohexylphosphine
Conditions | Yield |
---|---|
With sodium hydroxide In water Product distribution / selectivity; | 90% |
Conditions | Yield |
---|---|
With pyridine In benzene-d6 at 25℃; Inert atmosphere; Glovebox; | A 87% B 13% |
tricyclohexylphosphine oxide
tricyclohexylphosphine
Conditions | Yield |
---|---|
With Bis(p-nitrophenyl) phosphate; 1,3-diphenyl-disiloxane In ethyl acetate at 23℃; for 70h; Sealed tube; chemoselective reaction; | 84% |
Stage #1: tricyclohexylphosphine oxide With triphenyl phosphite; diphenyl hydrogen phosphite; iodine; triethylamine In tetrahydrofuran at 25℃; for 63h; Inert atmosphere; Schlenk technique; Stage #2: With sodium hydroxide In water for 0.5h; Glovebox; | 82% |
With bis(2-chlorophenyl)borinic acid; phenylsilane In toluene at 80℃; for 36h; Inert atmosphere; | 78% |
ICo(CO)2(P(C6H11)3)2
diphenylphosphane sulfide
N-ethyl-N,N-diisopropylamine
B
dicarbonyl(η2-diphenylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
C
tricyclohexylphosphine
Conditions | Yield |
---|---|
In toluene under N2 or Ar, exclusion of oxygen and moisture, addn. of soln. of amine in toluene to a part of soln. of Co compound in toluene at 25°C, addn. of the rest of this soln. together with (C6H5)2HPS during 2 h, 15 h; decantation, evapn. of solvent in vac., residue dissolved in n-hexane, filtration of ((Et)(i-Pr)2NH)I and excess ICo(CO)2(P(C6H11)3)2, crystn. at -5°C, recrystn. from n-hexane at -5°C; elem. anal.; | A n/a B 71% C n/a |
bis(tricyclohexylphosphine)platinum(0)
A
[(OC)3Fe{μ-BN(SiMe3)2}(μ-BDur)Pt(PCy3)]
B
tricyclohexylphosphine
Conditions | Yield |
---|---|
In hexane Inert atmosphere; Schlenk technique; Glovebox; | A 71% B n/a |
diethylphosphine sulfide
ICo(CO)2(P(C6H11)3)2
N-ethyl-N,N-diisopropylamine
dicarbonyl(η2-diethylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
C
tricyclohexylphosphine
Conditions | Yield |
---|---|
In toluene under N2 or Ar, exclusion of oxygen and moisture, addn. of soln. of amine in toluene to a part of soln. of Co compound in toluene at 25°C, addn. of the rest of this soln. together with (C2H5)2HPS during 2 h, 15 h; decantation, evapn. of solvent in vac., residue dissolved in n-hexane, filtration of ((Et)(i-Pr)2NH)I and excess ICo(CO)2(P(C6H11)3)2, crystn. at -5°C, recrystn. from n-hexane at -5°C; elem. anal.; | A n/a B 65% C n/a |
ICo(CO)2(P(C6H11)3)2
dimethylphosphine sulfide
N-ethyl-N,N-diisopropylamine
C
dicarbonyl(η2-dimethylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
D
tricyclohexylphosphine
Conditions | Yield |
---|---|
In toluene under N2 or Ar, exclusion of oxygen and moisture, addn. of Me2HPS to a soln. of Co compound in toluene and dropwise addn. of (Et)(i-Pr)2N in toluene at 25°C during 2 h, 8 h; decantation, concd. in vac., addn. of n-hexane, decantation, cooled to -30°C, filtration of pptn., suspension in toluene, filtration (polymeric product), addn. of hexane to the filtrate, crystn. at -30°C; elem. anal.; | A n/a B n/a C 46% D n/a |
ICo(CO)2(P(C6H11)3)2
di(yclohexyl)phosphine sulfide
N-ethyl-N,N-diisopropylamine
B
dicarbonyl(η2-dicyclohexylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
C
tricyclohexylphosphine
Conditions | Yield |
---|---|
In toluene under N2 or Ar, exclusion of oxygen and moisture, addn. of soln. of amine in toluene to a part of soln. of Co compound in toluene at 25°C, addn. of the rest of this soln. together with (C6H11)2HPS during 2 h, 15 h; decantation, evapn. of solvent in vac., residue dissolved in n-hexane, filtration of ((Et)(i-Pr)2NH)I and excess ICo(CO)2(P(C6H11)3)2, crystn. at -5°C, recrystn. from n-hexane at -5°C; elem. anal.; | A n/a B 37% C n/a |
1-benzyl-2,2-di(2-propenyl)pyrrolidine
A
styrene
B
dibenzyl ether
C
1-benzyl-10-azaspiro[4.4]non-7-ene
D
tricyclohexylphosphine
Conditions | Yield |
---|---|
In chloroform for 7h; Heating; | A 4% B 10% C 24% D 13% |
Conditions | Yield |
---|---|
With phosphorus trichloride |
Conditions | Yield |
---|---|
With phosphorus trichloride |
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 25℃; Equilibrium constant; |
tricyclohexyl(dithiocarboxylato)phosphonium
tricyclohexylphosphine
Conditions | Yield |
---|---|
In ethanol Heating; |
Conditions | Yield |
---|---|
With Nb(OC6H3Ph2-2,6)2(CH2C6H4-4Me)3; hydrogen In cyclohexane at 80℃; under 62057.8 Torr; for 24h; |
triphenylphosphine
A
dicyclohexylphenylphosphine
B
cyclohexyldiphenylphosphine
C
tricyclohexylphosphine
Conditions | Yield |
---|---|
With n-butyllithium; hydrogen; bis(2,6-diisopropylphenoxy) trichloroniobium(V) In hexane; benzene at 60℃; under 62057.8 Torr; Kinetics; var. of catalyst; | |
With n-butyllithium; hydrogen; In hexane; benzene at 60℃; under 62057.8 Torr; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; Equilibrium constant; |
tri-tert-butyl phosphine
B
tricyclohexylphosphine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; Equilibrium constant; |
tri-tert-butyl phosphine
B
tricyclohexylphosphine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; Equilibrium constant; |
1H-imidazole-1-carbothioic acid O-cyclohexyl ester
chlorodicyclohexylphosphane
tricyclohexylphosphine
Conditions | Yield |
---|---|
With tris-(trimethylsilyl)silane; triethylamine; 1,1'-azobis(1-cyanocyclohexanenitrile) In benzene for 18h; Heating; |
Grubbs catalyst first generation
(2Z)-methyl 2-N-acetylaminopenta-2,4-dienoate
C
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane-d2 at 20℃; for 2h; Reactivity; NMR tube; |
tributylphosphine
A
tris[tert-butyl]phosphonium tetrafluoroborate
B
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane-d2 at 20℃; Equilibrium constant; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 72 h / 20 °C 2: Et3N; tris(trimethylsilyl)silane; 1,1'-azobis(cyclohexane-1-carbonitrile) / benzene / 18 h / Heating View Scheme |
(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)(PCy3)Cl2Ru=CHPh
2-(2-{2-[2-(pyridin-4-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethanol
B
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane for 1h; |
Conditions | Yield |
---|---|
With carbon monoxide quick react.; | |
With CO quick react.; |
bis(1,3-bis-tert-butyl-imidazol-2-ylidene)palladium(0)
tricyclohexylphosphine
Conditions | Yield |
---|---|
In benzene-d6 at room temp. for < 15 min; | 100% |
(μ-H)Fe4(μ-η(2)-CH)(CO)12
tricyclohexylphosphine
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane N2-atmosphere; room temp. (20 h); evapn. (vac.), washing (hexanes), drying (vac.); elem. anal.; | 100% |
In dichloromethane N2-atmosphere; room temp. (20 h); evapn. (vac.), washing (hexanes), drying (vac.); elem. anal.; |
tricyclohexylphosphine
dicyclohexylphosphine oxide
Conditions | Yield |
---|---|
With lithium hexafluorophosphate; air at 120℃; for 2h; | 100% |
bis(1,5-cyclooctadiene)nickel (0)
(E)-2-(2,4-pentadienyl)-2-(2-propynyl)malonic acid diethyl ester
tricyclohexylphosphine
Conditions | Yield |
---|---|
In tetrahydrofuran-d8 at -20 - 20℃; for 1h; | 100% |
bis(1,5-cyclooctadiene)nickel (0)
lithium bromide
tricyclohexylphosphine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 100% |
(furan-2-yl)ethylene
bis(1,5-cyclooctadiene)nickel (0)
phenyl isocyanate
tricyclohexylphosphine
Conditions | Yield |
---|---|
In tetrahydrofuran exclusion of air; addn. of org. compds. to soln. opf Ni-compd. in THF (-78°C), warming with stirring (-10°C, 2 d); partial evapn., addn. of pentane, filtration (-10°C), washing (cold pentane), drying (vac.); elem. anal.; | 99.9% |
tricyclohexylphosphine
tricyclohexylphosphine oxide
Conditions | Yield |
---|---|
With water; Selectfluor In acetonitrile at 20℃; for 0.166667h; | 99% |
With 4-phenylthioxanthone In methanol at 20℃; under 760.051 Torr; for 1h; Irradiation; | 98% |
Stage #1: tricyclohexylphosphine With water; dihydrogen peroxide In toluene at 0 - 20℃; for 12h; Inert atmosphere; Stage #2: In toluene at 20℃; for 4h; Molecular sieve; | 91% |
rhodium(III)chloride
tricyclohexylphosphine
HRhCl2(tricyclohexylphosphine)2
Conditions | Yield |
---|---|
In water; isopropyl alcohol bubbled N2 through a stirred soln. of RhCl3; added tricyclohexylphosphine; refluxed for 18 h under stirring; filtered; washed with ethanol; dried in vacuo; | 99% |
Pt2(CH3)2(CH3SOCH3)2C15H9N3
tricyclohexylphosphine
Pt2(CH3)2(P(C6H11)3)2C15H9N3
Conditions | Yield |
---|---|
In dichloromethane stoichiometric amounts of phosphine, CH2Cl2, room temp., Ar; elem. anal.; | 99% |
diphenyl ketene
tricyclohexylphosphine
trans-chlorobis(tricyclohexylphosphine)(η2-C,O-diphenylketene)rhodium
Conditions | Yield |
---|---|
2 equiv. of Ph2CCO and 4 equiv. of P(i-Pr)3; | 99% |
In benzene-d6 to suspn. ((μ-Cl)Rh(cyclooctene)2)2 in C6D6 were added Ph2C=C=O and P(Cy)3 and kept at room temp. for 24 h; mixt. was concd. under vac., product was crystd. from hexane; elem. anal.; | 96% |
tris(triphenylphosphine)ruthenium(II) chloride
phenyldiazomethane
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane (Ar); stirring (-78 to -60°C, 5-10 min, room temp., 10 min); pptn. (MeOH); | 99% |
tricyclohexylphosphine
(η(5)-cyclopentadienyl)W(CO)2(PCy3)I
Conditions | Yield |
---|---|
With Me3NO In tetrahydrofuran Ar-atmosphere; 1 equiv. of Me3NO, 1 equiv. of ligand, stirring for 15 min; evapn., extn. (CH2Cl2), chromy. (TLC, CH2Cl2:hexane 1:2), recrystn. (CH2Cl2:hexane, -20°C); | 99% |
In tetrahydrofuran Ar-atmosphere; addn. of slight excess of phosphine to W-complex soln., heating to 50°C; filtration, evapn. (reduced pressure), extn. into CH2Cl2, TLC (CH2Cl2/hexane=1:2); mixt. of isomers (cis/trans=95:5) not sepd.; elem. anal.; |
tricyclohexylphosphine
[(cyclopentadienyl)bis(acetonitrile)(tricyclohexylphosphine)ruthenium(II)] hexafluorophosphate
Conditions | Yield |
---|---|
1 equiv. of phosphine; | 99% |
In dichloromethane Ar-atmosphere; stirring (room temp., 2 h); evapn., filtering, washing (Et2O), drying (vac.); elem. anal.; | 94% |
tricyclohexylphosphine
Conditions | Yield |
---|---|
In toluene equimol.; | 99% |
Conditions | Yield |
---|---|
In n-heptane; dichloromethane Ar-atmosphere; in CH2Cl2/heptane=1:10 v/v, equimolar amts., room temp. (UV-control); vol. reduction (Ar-stream), crystn. (-15°C); | 99% |
C6(CH3)3(CH2OC6H4CCH)3
tricyclohexylphosphine
Conditions | Yield |
---|---|
In toluene the suspn. in toluene was stirred for 24 h at 80°C (Ar); the solvent was removed in vac., the residue was washed with dry methanol; elem. anal.; | 99% |
[Ru(η5-C5H4CH2CH(Ph)-κ1P-PPh2)(acetonitrile)2]BF4
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane Ru-complex in CH2Cl2 was mixed with ligand, stirred at room temp. under N2; concd., Et2O was added dropwise, filtered; elem. anal.; | 99% |
tricyclohexylphosphine
tricyclohexylphosphinepalladium cinnamyl chloride
Conditions | Yield |
---|---|
In dichloromethane at 292 K; ligand added to a soln. of Pd complex, stirred for 30 min; evapd.; | 99% |
In dichloromethane (Ar); std. Schlenk technique; soln. of P ligand (1.03 equiv.) in CH2Cl2 was canulated over 5 min to soln. of Pd complex (0.5 equiv.) in CH2Cl2; stirred for 30 min; evapd. (vac.); triturated with hexane; rinsed with hexane; | 75% |
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane 4 equivs. of phosphine, stirring for 30 min at room temp.; evapn., washing (MePh, ether); NMR spectroscopy; | 99% |
bis(1,5-cyclooctadiene)nickel (0)
trimethylsilyl trifluoromethanesulfonate
benzaldehyde
tricyclohexylphosphine
[(η1:η1-Me3SiOCH(Ph)Ni(PCy3)OTf]
Conditions | Yield |
---|---|
In benzene-d6 C6D6, room temp., 5 min; | 99% |
bis(1,5-cyclooctadiene)nickel (0)
N-benzylidenephenylsulfonamide
diphenyl acetylene
tricyclohexylphosphine
[Ni(P(C6H11)3)(OS(C6H5)(O)NCH(C6H5)C2(C6H5)2)]
Conditions | Yield |
---|---|
In benzene-d6 at room temp., 10 min; elem. anal.; | 99% |
di[(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)dichlororuthenium(III)]
[RuCl2(η5-1-methoxy-2,4-di-tert-butyl-3-neopentylcyclopentadienyl)]2
tricyclohexylphosphine
(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)(tricyclohexylphosphine)chlororuthenium(III)
Conditions | Yield |
---|---|
With zinc In tetrahydrofuran byproducts: ZnCl2; (N2); addn. of PCy3 and excess Zn dust to soln. of (RuCl2(C5H(OMe)(CMe3)2(CH2CMe3)))2 in THF; stirring at ambient temp. for 12 h; filtration, removal of solvent under high vac., addn. of hexane; removalof solvent under vac., extn. with hexane; removal of hexane under vac., elem. anal.; | 99% |
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane (N2); phosphine was added to soln. of Pd complex in CH2Cl2; mixt. was stirred at room temp. for 2 h; solvent evapd.; recrystd. (CH2Cl2/ether); elem. anal.; | 99% |
[Pd(Cl)(κ2N,C-(2,6-dimethylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))]2
tricyclohexylphosphine
[PdCl(κ2N,C-(2,6-dimethylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))(PCy3)]
Conditions | Yield |
---|---|
In dichloromethane (N2); phosphine was added to soln. of Pd complex in CH2Cl2; mixt. was stirred at room temp. for 2 h; solvent evapd.; recrystd. (CH2Cl2/ether); elem. anal.; | 99% |
[Pd(Cl)(kappa.2N,C-(2,6-diisopropylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))]2
tricyclohexylphosphine
[PdCl(κ2N,C-(2,6-diisopropylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))(PCy3)]
Conditions | Yield |
---|---|
In dichloromethane (N2); phosphine was added to soln. of Pd complex in CH2Cl2; mixt. was stirred at room temp. for 2 h; solvent evapd.; recrystd. (CH2Cl2/ether); elem. anal.; | 99% |
tricyclohexylphosphine
Conditions | Yield |
---|---|
In benzene | 99% |
tris(2,3,5,6-tetrafluorophenyl)borane triethylphosphine oxide
hydrogen
tricyclohexylphosphine
[Cy3PH][HB(p-C6F4H)3]
Conditions | Yield |
---|---|
In not given | 99% |
In hexane High Pressure; (N2); mixing hexane soln. of phosphine deriv. and borane deriv. in C6H5Br, freezing at -196°C, exposure to H2, warming to room temp., stirring overnight; pressure of H2 after warming to room temp. was 4 atm; evapn., recrystn. by addn. of hexanes to concd. CH2Cl2 soln. and keepingat -35°C for wk, elem. anal.; | 72% |
Conditions | Yield |
---|---|
In toluene to suspn. AcOAg in toluene soln. Cy3P in toluene was added dropwise, stirred for 8 h; soln. was filtered through Celite and concd. in vacuo, pentane was added, ppt. was collected and dried; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In benzene-d6 (under N2, Schlenk); Re-complex and ligand mixed in benzene-d6, kept at 75°C for 30 min; monitored by NMR; | 99% |
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