Product Name

  • Name

    Tricyclohexyl phosphine

  • EINECS 220-069-2
  • CAS No. 2622-14-2
  • Article Data55
  • CAS DataBase
  • Density 0.909 g/mL at 25 °C
  • Solubility Soluble in most organic solvents. Insoluble in water.
  • Melting Point 81-83 °C(lit.)
  • Formula C18H33P
  • Boiling Point 383.434 °C at 760 mmHg
  • Molecular Weight 280.434
  • Flash Point 195.609 °C
  • Transport Information UN 2056 3/PG 2
  • Appearance white to yellow crystalline powder
  • Safety 26-36/37-62-37/39-36-33-29-16
  • Risk Codes 36/37/38-22-37/38-36-19-11-67-65-63
  • Molecular Structure Molecular Structure of 2622-14-2 (Tricyclohexyl phosphine)
  • Hazard Symbols HarmfulXn,IrritantXi,FlammableF
  • Synonyms Phosphine,tricyclohexyl-;Tricyclohexylphosphine;tricyclohexylphosphine);
  • PSA 13.59000
  • LogP 6.46640

Synthetic route

pyridine
110-86-1

pyridine

RuCl2(PCy3)2(=13CH2)

RuCl2(PCy3)2(=13CH2)

A

RuCl2(13CH2PCy3)(py)3

RuCl2(13CH2PCy3)(py)3

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In benzene-d6 at 20℃; for 0.166667h; Inert atmosphere; Glovebox;A 95%
B n/a
PCy3*BH3

PCy3*BH3

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With methanol; 4 A molecular sieve In 1,4-dioxane at 115℃; for 42h;92%
tricyclohexylphosphonium chloride

tricyclohexylphosphonium chloride

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With sodium hydroxide In water Product distribution / selectivity;90%
RuCl2(H2IMes)(PCy3)(=13CH2)

RuCl2(H2IMes)(PCy3)(=13CH2)

A

C18(13)CH36P(1+)*Cl(1-)

C18(13)CH36P(1+)*Cl(1-)

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With pyridine In benzene-d6 at 25℃; Inert atmosphere; Glovebox;A 87%
B 13%
tricyclohexylphosphine oxide
13689-19-5

tricyclohexylphosphine oxide

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
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
112792-41-3

ICo(CO)2(P(C6H11)3)2

diphenylphosphane sulfide
6591-07-7

diphenylphosphane sulfide

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

A

N,N-diisopropylethylamine hydroiodide

N,N-diisopropylethylamine hydroiodide

B

dicarbonyl(η2-diphenylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
112792-50-4

dicarbonyl(η2-diphenylthiophosphinito)(tricyclohexylphosphane)cobalt(I)

C

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
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)
55664-33-0

bis(tricyclohexylphosphine)platinum(0)

[(OC)3Fe(BDur){BN(SiMe3)2}]

[(OC)3Fe(BDur){BN(SiMe3)2}]

A

[(OC)3Fe{μ-BN(SiMe3)2}(μ-BDur)Pt(PCy3)]
1449520-96-0

[(OC)3Fe{μ-BN(SiMe3)2}(μ-BDur)Pt(PCy3)]

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In hexane Inert atmosphere; Schlenk technique; Glovebox;A 71%
B n/a
diethylphosphine sulfide
6591-06-6

diethylphosphine sulfide

ICo(CO)2(P(C6H11)3)2
112792-41-3

ICo(CO)2(P(C6H11)3)2

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

A

N,N-diisopropylethylamine hydroiodide

N,N-diisopropylethylamine hydroiodide

dicarbonyl(η2-diethylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
112792-45-7

dicarbonyl(η2-diethylthiophosphinito)(tricyclohexylphosphane)cobalt(I)

C

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
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
112792-41-3

ICo(CO)2(P(C6H11)3)2

dimethylphosphine sulfide
6591-05-5

dimethylphosphine sulfide

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

A

N,N-diisopropylethylamine hydroiodide

N,N-diisopropylethylamine hydroiodide

B

oligomeric dicarbonyl(μ-dimethylthiophosphinito-P,S)(tricyclohexylphosphane)cobalt(I)

oligomeric dicarbonyl(μ-dimethylthiophosphinito-P,S)(tricyclohexylphosphane)cobalt(I)

C

dicarbonyl(η2-dimethylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
112792-43-5

dicarbonyl(η2-dimethylthiophosphinito)(tricyclohexylphosphane)cobalt(I)

D

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
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
112792-41-3

ICo(CO)2(P(C6H11)3)2

di(yclohexyl)phosphine sulfide
14610-03-8

di(yclohexyl)phosphine sulfide

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

A

N,N-diisopropylethylamine hydroiodide

N,N-diisopropylethylamine hydroiodide

B

dicarbonyl(η2-dicyclohexylthiophosphinito)(tricyclohexylphosphane)cobalt(I)
112792-48-0

dicarbonyl(η2-dicyclohexylthiophosphinito)(tricyclohexylphosphane)cobalt(I)

C

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
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
457605-90-2

1-benzyl-2,2-di(2-propenyl)pyrrolidine

(PCy3)2Cl2Ru=CHPh

(PCy3)2Cl2Ru=CHPh

A

styrene
100-42-5

styrene

B

dibenzyl ether
103-50-4

dibenzyl ether

C

1-benzyl-10-azaspiro[4.4]non-7-ene
457605-92-4

1-benzyl-10-azaspiro[4.4]non-7-ene

D

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In chloroform for 7h; Heating;A 4%
B 10%
C 24%
D 13%
cyclohexylmagnesiumchloride
931-51-1

cyclohexylmagnesiumchloride

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With phosphorus trichloride
cyclohexylmagnesium bromide
931-50-0

cyclohexylmagnesium bromide

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With phosphorus trichloride
C24H36N3O6P

C24H36N3O6P

A

1,3,5-trinitrobenzene
99-35-4

1,3,5-trinitrobenzene

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant;
tricyclohexyl(dithiocarboxylato)phosphonium
70165-72-9

tricyclohexyl(dithiocarboxylato)phosphonium

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In ethanol Heating;
triphenylphosphine
603-35-0

triphenylphosphine

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With Nb(OC6H3Ph2-2,6)2(CH2C6H4-4Me)3; hydrogen In cyclohexane at 80℃; under 62057.8 Torr; for 24h;
triphenylphosphine
603-35-0

triphenylphosphine

A

dicyclohexylphenylphosphine
6476-37-5

dicyclohexylphenylphosphine

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

C

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
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;
tributylphosphine
998-40-3

tributylphosphine

tricyclohexylphosphonium tetraphenylborate

tricyclohexylphosphonium tetraphenylborate

A

(HP(n-Bu)3)(BPh4)

(HP(n-Bu)3)(BPh4)

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Equilibrium constant;
tributylphosphine
998-40-3

tributylphosphine

C32H12BF24(1-)*C18H33P*H(1+)

C32H12BF24(1-)*C18H33P*H(1+)

A

C32H12BF24(1-)*C12H27P*H(1+)

C32H12BF24(1-)*C12H27P*H(1+)

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Equilibrium constant;
tri-tert-butyl phosphine
13716-12-6

tri-tert-butyl phosphine

tricyclohexylphosphonium tetraphenylborate

tricyclohexylphosphonium tetraphenylborate

A

tri-t-butylphosphonium tetraphenylborate complex

tri-t-butylphosphonium tetraphenylborate complex

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Equilibrium constant;
tri-tert-butyl phosphine
13716-12-6

tri-tert-butyl phosphine

C32H12BF24(1-)*C18H33P*H(1+)

C32H12BF24(1-)*C18H33P*H(1+)

A

C32H12BF24(1-)*C12H27P*H(1+)

C32H12BF24(1-)*C12H27P*H(1+)

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Equilibrium constant;
C32H12BF24(1-)*C18H33P*H(1+)

C32H12BF24(1-)*C18H33P*H(1+)

tris(1-methylethyl)phosphine
6476-36-4

tris(1-methylethyl)phosphine

A

C32H12BF24(1-)*C9H21P*H(1+)

C32H12BF24(1-)*C9H21P*H(1+)

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Equilibrium constant;
1H-imidazole-1-carbothioic acid O-cyclohexyl ester
131379-54-9

1H-imidazole-1-carbothioic acid O-cyclohexyl ester

chlorodicyclohexylphosphane
16523-54-9

chlorodicyclohexylphosphane

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; triethylamine; 1,1'-azobis(1-cyanocyclohexanenitrile) In benzene for 18h; Heating;
Grubbs catalyst first generation
172222-30-9

Grubbs catalyst first generation

(2Z)-methyl 2-N-acetylaminopenta-2,4-dienoate
548490-77-3

(2Z)-methyl 2-N-acetylaminopenta-2,4-dienoate

A

C37H66Cl2NO3P2Ru

C37H66Cl2NO3P2Ru

B

C43H75Cl2NO3P2Ru

C43H75Cl2NO3P2Ru

C

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In dichloromethane-d2 at 20℃; for 2h; Reactivity; NMR tube;
tributylphosphine
998-40-3

tributylphosphine

tricyclohexylphosphine tetrafluoroborate

tricyclohexylphosphine tetrafluoroborate

A

tris[tert-butyl]phosphonium tetrafluoroborate
113978-91-9

tris[tert-butyl]phosphonium tetrafluoroborate

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In dichloromethane-d2 at 20℃; Equilibrium constant;
cyclohexanol
108-93-0

cyclohexanol

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
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
246047-72-3

(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)(PCy3)Cl2Ru=CHPh

2-(2-{2-[2-(pyridin-4-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethanol
872085-62-6

2-(2-{2-[2-(pyridin-4-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethanol

C54H75Cl2N4O10Ru

C54H75Cl2N4O10Ru

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
In dichloromethane for 1h;
CH3CCo3(CO)7{P(C6H11-cyclo)3}2

CH3CCo3(CO)7{P(C6H11-cyclo)3}2

A

CH3CCo3(CO)9

CH3CCo3(CO)9

B

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Conditions
ConditionsYield
With carbon monoxide quick react.;
With CO quick react.;
bis(1,3-bis-tert-butyl-imidazol-2-ylidene)palladium(0)
199447-45-5

bis(1,3-bis-tert-butyl-imidazol-2-ylidene)palladium(0)

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

(N,N-bis(tert-butyl)-imidazole-2-ylidene)Pd(PCy3)

(N,N-bis(tert-butyl)-imidazole-2-ylidene)Pd(PCy3)

Conditions
ConditionsYield
In benzene-d6 at room temp. for < 15 min;100%
(μ-H)Fe4(μ-η(2)-CH)(CO)12
76547-44-9

(μ-H)Fe4(μ-η(2)-CH)(CO)12

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

HP(C6H11)3(1+)*HFe4C(CO)12(1-)=[HP(C6H11)3][HFe4C(CO)12]

HP(C6H11)3(1+)*HFe4C(CO)12(1-)=[HP(C6H11)3][HFe4C(CO)12]

Conditions
ConditionsYield
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
2622-14-2

tricyclohexylphosphine

dicyclohexylphosphine oxide
14717-29-4

dicyclohexylphosphine oxide

Conditions
ConditionsYield
With lithium hexafluorophosphate; air at 120℃; for 2h;100%
bis(1,5-cyclooctadiene)nickel (0)
1295-35-8

bis(1,5-cyclooctadiene)nickel (0)

(E)-2-(2,4-pentadienyl)-2-(2-propynyl)malonic acid diethyl ester
478176-00-0

(E)-2-(2,4-pentadienyl)-2-(2-propynyl)malonic acid diethyl ester

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

C39H57NiO4P

C39H57NiO4P

Conditions
ConditionsYield
In tetrahydrofuran-d8 at -20 - 20℃; for 1h;100%
bis(1,5-cyclooctadiene)nickel (0)
1295-35-8

bis(1,5-cyclooctadiene)nickel (0)

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethylphenyl triflate

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethylphenyl triflate

lithium bromide
7550-35-8

lithium bromide

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

trans-bromo[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethylphenyl][bis(tricyclohexylphosphine)]nickel(II)

trans-bromo[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethylphenyl][bis(tricyclohexylphosphine)]nickel(II)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;100%
(furan-2-yl)ethylene
1487-18-9

(furan-2-yl)ethylene

bis(1,5-cyclooctadiene)nickel (0)
1295-35-8

bis(1,5-cyclooctadiene)nickel (0)

phenyl isocyanate
103-71-9

phenyl isocyanate

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

(tricyclohexylphosphane)NiN(Ph)C(O)CH2CH(C4H3O)

(tricyclohexylphosphane)NiN(Ph)C(O)CH2CH(C4H3O)

Conditions
ConditionsYield
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
2622-14-2

tricyclohexylphosphine

tricyclohexylphosphine oxide
13689-19-5

tricyclohexylphosphine oxide

Conditions
ConditionsYield
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
10049-07-7

rhodium(III)chloride

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

HRhCl2(tricyclohexylphosphine)2
70897-33-5, 63736-69-6

HRhCl2(tricyclohexylphosphine)2

Conditions
ConditionsYield
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
335370-67-7

Pt2(CH3)2(CH3SOCH3)2C15H9N3

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Pt2(CH3)2(P(C6H11)3)2C15H9N3
335370-71-3

Pt2(CH3)2(P(C6H11)3)2C15H9N3

Conditions
ConditionsYield
In dichloromethane stoichiometric amounts of phosphine, CH2Cl2, room temp., Ar; elem. anal.;99%
di-μ-chloro-bis[bis(cyclo-octene)rhodium]

di-μ-chloro-bis[bis(cyclo-octene)rhodium]

diphenyl ketene
525-06-4

diphenyl ketene

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

trans-chlorobis(tricyclohexylphosphine)(η2-C,O-diphenylketene)rhodium
365215-02-7

trans-chlorobis(tricyclohexylphosphine)(η2-C,O-diphenylketene)rhodium

Conditions
ConditionsYield
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
15529-49-4, 41756-81-4

tris(triphenylphosphine)ruthenium(II) chloride

phenyldiazomethane
908094-04-2

phenyldiazomethane

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

Grubbs catalyst first generation

Grubbs catalyst first generation

Conditions
ConditionsYield
In dichloromethane (Ar); stirring (-78 to -60°C, 5-10 min, room temp., 10 min); pptn. (MeOH);99%
(η(5)-cyclopentadienyl)W(CO)3I

(η(5)-cyclopentadienyl)W(CO)3I

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

(η(5)-cyclopentadienyl)W(CO)2(PCy3)I
206565-77-7, 206443-32-5

(η(5)-cyclopentadienyl)W(CO)2(PCy3)I

Conditions
ConditionsYield
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.;
cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate

cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[(cyclopentadienyl)bis(acetonitrile)(tricyclohexylphosphine)ruthenium(II)] hexafluorophosphate
247064-70-6

[(cyclopentadienyl)bis(acetonitrile)(tricyclohexylphosphine)ruthenium(II)] hexafluorophosphate

Conditions
ConditionsYield
1 equiv. of phosphine;99%
In dichloromethane Ar-atmosphere; stirring (room temp., 2 h); evapn., filtering, washing (Et2O), drying (vac.); elem. anal.;94%
[(μ-hydrido)4(η5-cyclopentadienylruthenium(III))2]

[(μ-hydrido)4(η5-cyclopentadienylruthenium(III))2]

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[(μ-hydrido)2(η5-cyclopentadienylruthenium(II))2P(C6H11)3]

[(μ-hydrido)2(η5-cyclopentadienylruthenium(II))2P(C6H11)3]

Conditions
ConditionsYield
In toluene equimol.;99%
Os3(μ-H)2(CO)10
41766-80-7

Os3(μ-H)2(CO)10

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

(μ-H)HOs3(CO)10(PCy3)

(μ-H)HOs3(CO)10(PCy3)

Conditions
ConditionsYield
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%
dichloro(p-cymene)ruthenium(II) dimer

dichloro(p-cymene)ruthenium(II) dimer

C6(CH3)3(CH2OC6H4CCH)3
548490-95-5

C6(CH3)3(CH2OC6H4CCH)3

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

C6(CH3)3(CH2OC6H4CHCRu(P(C6H11)3)2Cl2)3

C6(CH3)3(CH2OC6H4CHCRu(P(C6H11)3)2Cl2)3

Conditions
ConditionsYield
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
721399-48-0

[Ru(η5-C5H4CH2CH(Ph)-κ1P-PPh2)(acetonitrile)2]BF4

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[(η5-C5H4-CH2CHPhPPh2-κP)Ru(MeCN)(PCy3)]BF4

[(η5-C5H4-CH2CHPhPPh2-κP)Ru(MeCN)(PCy3)]BF4

Conditions
ConditionsYield
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%
bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]

bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

tricyclohexylphosphinepalladium cinnamyl chloride
244159-83-9, 821786-06-5

tricyclohexylphosphinepalladium cinnamyl chloride

Conditions
ConditionsYield
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%
[((triphenylphosphane)2Pd)2(P2C(=N(iPr)2))](BF4)

[((triphenylphosphane)2Pd)2(P2C(=N(iPr)2))](BF4)

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[((triphenylphosphane)(tricyclohexylphosphane)Pd)2(P2C(=N(iPr)2))](BF4)

[((triphenylphosphane)(tricyclohexylphosphane)Pd)2(P2C(=N(iPr)2))](BF4)

Conditions
ConditionsYield
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)
1295-35-8

bis(1,5-cyclooctadiene)nickel (0)

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

benzaldehyde
100-52-7

benzaldehyde

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[(η1:η1-Me3SiOCH(Ph)Ni(PCy3)OTf]
907606-54-6

[(η1:η1-Me3SiOCH(Ph)Ni(PCy3)OTf]

Conditions
ConditionsYield
In benzene-d6 C6D6, room temp., 5 min;99%
bis(1,5-cyclooctadiene)nickel (0)
1295-35-8

bis(1,5-cyclooctadiene)nickel (0)

N-benzylidenephenylsulfonamide
13909-34-7

N-benzylidenephenylsulfonamide

diphenyl acetylene
501-65-5

diphenyl acetylene

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[Ni(P(C6H11)3)(OS(C6H5)(O)NCH(C6H5)C2(C6H5)2)]
947696-31-3

[Ni(P(C6H11)3)(OS(C6H5)(O)NCH(C6H5)C2(C6H5)2)]

Conditions
ConditionsYield
In benzene-d6 at room temp., 10 min; elem. anal.;99%
di[(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)dichlororuthenium(III)]
942516-63-4

di[(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)dichlororuthenium(III)]

[RuCl2(η5-1-methoxy-2,4-di-tert-butyl-3-neopentylcyclopentadienyl)]2
942516-63-4

[RuCl2(η5-1-methoxy-2,4-di-tert-butyl-3-neopentylcyclopentadienyl)]2

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)(tricyclohexylphosphine)chlororuthenium(III)
942516-66-7

(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)(tricyclohexylphosphine)chlororuthenium(III)

Conditions
ConditionsYield
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%
[Pd(Cl)(κ2N,C-(2,6-diisopropylphenyl)(benzylidene)amine(-1H))]2

[Pd(Cl)(κ2N,C-(2,6-diisopropylphenyl)(benzylidene)amine(-1H))]2

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[PdCl(κ2N,C-(2,6-diisopropylphenyl)(benzylidene)amine(-1H))(PCy3)]

[PdCl(κ2N,C-(2,6-diisopropylphenyl)(benzylidene)amine(-1H))(PCy3)]

Conditions
ConditionsYield
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
849023-64-9

[Pd(Cl)(κ2N,C-(2,6-dimethylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))]2

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[PdCl(κ2N,C-(2,6-dimethylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))(PCy3)]
849023-67-2

[PdCl(κ2N,C-(2,6-dimethylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))(PCy3)]

Conditions
ConditionsYield
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
845783-87-1

[Pd(Cl)(kappa.2N,C-(2,6-diisopropylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))]2

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[PdCl(κ2N,C-(2,6-diisopropylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))(PCy3)]
849023-69-4

[PdCl(κ2N,C-(2,6-diisopropylphenyl)(2,4,6-trimethylbenzylidene)amine(-1H))(PCy3)]

Conditions
ConditionsYield
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%
[(cycloheptatrienyl)PdCl2]2

[(cycloheptatrienyl)PdCl2]2

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

cis-dichloro(cycloheptatrienylidene)(tricyclohexylphosphane)palladium(II)

cis-dichloro(cycloheptatrienylidene)(tricyclohexylphosphane)palladium(II)

Conditions
ConditionsYield
In benzene99%
tris(2,3,5,6-tetrafluorophenyl)borane triethylphosphine oxide
148892-95-9

tris(2,3,5,6-tetrafluorophenyl)borane triethylphosphine oxide

hydrogen
1333-74-0

hydrogen

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[Cy3PH][HB(p-C6F4H)3]
1094249-97-4

[Cy3PH][HB(p-C6F4H)3]

Conditions
ConditionsYield
In not given99%
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%
silver(I) acetate
563-63-3

silver(I) acetate

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

[(PCy3)AgOAc]
1189748-30-8

[(PCy3)AgOAc]

Conditions
ConditionsYield
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%
ReBr(NO)(PCy3)2H(η2-HCCPh)

ReBr(NO)(PCy3)2H(η2-HCCPh)

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

ReBr(NO)(PCy3)2(HCCHPh)

ReBr(NO)(PCy3)2(HCCHPh)

Conditions
ConditionsYield
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%

Tricyclohexyl phosphine Specification

The Tricyclohexyl phosphine, with the CAS registry number 2622-14-2,is also known as Phosphine,tricyclohexyl-. It belongs to the product categories of organophosphorus ligand;organophosphine ligand.Its EINECS number is 220-069-2. This chemical's molecular formula is C18H33P and molecular weight is 280.43. What's more,Its systematic name is Tricyclohexyl phosphine.It is a clear colorless to pale yellow solution.

Physical properties about Tricyclohexyl phosphine are:
(1)ACD/LogP:  6.352; (2)# of Rule of 5 Violations:  1; (3)ACD/LogD (pH 5.5):  6.35; (4)ACD/LogD (pH 7.4):  6.35; (5)ACD/BCF (pH 5.5):  39568.81; (6)ACD/BCF (pH 7.4):  39568.81; (7)ACD/KOC (pH 5.5):  67978.00; (8)ACD/KOC (pH 7.4):  67978.00; (9)#H bond acceptors:  0; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  3; (12)Flash Point:  195.609 °C; (13)Enthalpy of Vaporization:  60.723 kJ/mol; (14)Boiling Point:  383.434 °C at 760 mmHg; (15)Vapour Pressure:  0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:C1CCC(CC1)P(C2CCCCC2)C3CCCCC3;
(2)Std. InChI:InChI=1S/C18H33P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2;
(3)Std. InChIKey:WLPUWLXVBWGYMZ-UHFFFAOYSA-N.

Safety Information of Tricyclohexyl phosphine:
The Tricyclohexyl phosphine is Irritating to eyes, respiratory system and skin. It May form explosive peroxides and its  Vapours may cause drowsiness and dizziness.And it may cause lung damage if swallowed. There is possible risk of harm to the unborn child.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.When you use it ,wear suitable protective clothing, gloves and eye/face protection. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. Take precautionary measures against static discharges. This chemical is highly flammable,keep away from sources of ignition.

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