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6372-42-5 Usage

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 6372-42-5 differently. You can refer to the following data:
1. suzuki reaction
2. Cyclohexyldiphenylphosphine is used as ligand in coupling reaction. It is also used as a medical intermediate.

Check Digit Verification of cas no

The CAS Registry Mumber 6372-42-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,3,7 and 2 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 6372-42:
(6*6)+(5*3)+(4*7)+(3*2)+(2*4)+(1*2)=95
95 % 10 = 5
So 6372-42-5 is a valid CAS Registry Number.
InChI:InChI=1/C18H21P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-2,4-7,10-13,18H,3,8-9,14-15H2

6372-42-5 Well-known Company Product Price

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  • TCI America

  • (C1429)  Cyclohexyldiphenylphosphine  >97.0%(GC)

  • 6372-42-5

  • 5g

  • 550.00CNY

  • Detail
  • TCI America

  • (C1429)  Cyclohexyldiphenylphosphine  >97.0%(GC)

  • 6372-42-5

  • 25g

  • 1,990.00CNY

  • Detail
  • Alfa Aesar

  • (36708)  Cyclohexyldiphenylphosphine, 98%   

  • 6372-42-5

  • 1g

  • 340.0CNY

  • Detail
  • Alfa Aesar

  • (36708)  Cyclohexyldiphenylphosphine, 98%   

  • 6372-42-5

  • 5g

  • 571.0CNY

  • Detail
  • Alfa Aesar

  • (36708)  Cyclohexyldiphenylphosphine, 98%   

  • 6372-42-5

  • 25g

  • 2574.0CNY

  • Detail
  • Alfa Aesar

  • (36708)  Cyclohexyldiphenylphosphine, 98%   

  • 6372-42-5

  • 100g

  • 10062.0CNY

  • Detail
  • Aldrich

  • (510742)  Cyclohexyldiphenylphosphine  

  • 6372-42-5

  • 510742-5G

  • 844.74CNY

  • Detail

6372-42-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Cyclohexyldiphenylphosphine

1.2 Other means of identification

Product number -
Other names cyclohexyl(diphenyl)phosphane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6372-42-5 SDS

6372-42-5Synthetic route

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate

1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; zinc In N,N-dimethyl-formamide at 20℃; for 12h; Reagent/catalyst; Time;95%
(cyclohexyl)diphenylphosphane oxide
13689-20-8

(cyclohexyl)diphenylphosphane oxide

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With copper(II) trifluoromethanesulfonate; 1,1,3,3-Tetramethyldisiloxane In toluene at 100℃; Inert atmosphere;86%
With oxalyl dichloride; hydrogen In chloroform-d1 at 130℃; under 60006 Torr; for 18h; Reagent/catalyst;85%
With copper(II) bis(trifluoromethanesulfonate); 1,1,3,3-tetramethyldisilazane In toluene at 80℃;82%
cyclohexyl chloride
542-18-7

cyclohexyl chloride

sodium diphenylphosphide
4376-01-6

sodium diphenylphosphide

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 2h; Inert atmosphere;73%
1-iodocyclohexane
626-62-0

1-iodocyclohexane

diphenylphosphane
829-85-6

diphenylphosphane

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene; N-ethyl-N,N-diisopropylamine In acetonitrile for 24h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;73%
1-bromocyclohexane
108-85-0

1-bromocyclohexane

triphenylphosphine
603-35-0

triphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
Stage #1: triphenylphosphine In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: 1-bromocyclohexane In tetrahydrofuran for 0.166667h; Inert atmosphere;
70%
With ammonia; sodium 2.) irradiation, 30 min; Multistep reaction;
ammonium hydroxide
1336-21-6

ammonium hydroxide

cyclohexylmagnesiumchloride
931-51-1

cyclohexylmagnesiumchloride

Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With hydrogenchloride In water70%
cyclohexyl chloride
542-18-7

cyclohexyl chloride

triphenylphosphine
603-35-0

triphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With ammonia; sodium 2.) irradiation, 180 min; Multistep reaction;
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;
dicyclohexylzinc(II)
15658-08-9

dicyclohexylzinc(II)

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1h;
1-bromocyclohexane
108-85-0

1-bromocyclohexane

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With pyridine; tris-(trimethylsilyl)silane; 1,1'-azobis(1-cyanocyclohexanenitrile) In benzene for 20h; Heating;
Stage #1: 1-bromocyclohexane; chloro-diphenylphosphine With manganese; CpCr[(XylNCMe)2CH]; lead(II) bromide In tetrahydrofuran at 25℃; for 28h;
Stage #2:
92 %Spectr.
1H-imidazole-1-carbothioic acid O-cyclohexyl ester
131379-54-9

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

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; triethylamine; 1,1'-azobis(1-cyanocyclohexanenitrile) In benzene for 18h; Heating;
C18H21P*H(1+)*BF4(1-)

C18H21P*H(1+)*BF4(1-)

Dimethyl(phenyl)phosphine
672-66-2

Dimethyl(phenyl)phosphine

A

C8H11P*H(1+)*BF4(1-)

C8H11P*H(1+)*BF4(1-)

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In dichloromethane-d2 at 20℃; Equilibrium constant;
C18H21P*H(1+)*BF4(1-)

C18H21P*H(1+)*BF4(1-)

(dibutyl)(phenyl)phosphine
6372-44-7

(dibutyl)(phenyl)phosphine

A

C14H23P*BF4(1-)*H(1+)

C14H23P*BF4(1-)*H(1+)

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In dichloromethane-d2 at 20℃; Equilibrium constant;
C18H21P*H(1+)*BF4(1-)

C18H21P*H(1+)*BF4(1-)

diphenyl(methyl)phosphine
1486-28-8

diphenyl(methyl)phosphine

A

C13H13P*BF4(1-)*H(1+)

C13H13P*BF4(1-)*H(1+)

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In dichloromethane-d2 at 20℃; Equilibrium constant;
C18H21P*H(1+)*BF4(1-)

C18H21P*H(1+)*BF4(1-)

ethyl-diphenyl-phosphane
607-01-2

ethyl-diphenyl-phosphane

A

C14H15P*BF4(1-)*H(1+)

C14H15P*BF4(1-)*H(1+)

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In dichloromethane-d2 at 20℃; Equilibrium constant;
C18H21P*H(1+)*BF4(1-)

C18H21P*H(1+)*BF4(1-)

Tri(p-tolyl)phosphine
1038-95-5

Tri(p-tolyl)phosphine

A

triphenylphosphine

triphenylphosphine

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

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

cyclohexanol

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

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-iodocyclohexane
626-62-0

1-iodocyclohexane

(trimethylsilyl)diphenylphosphine
17154-34-6

(trimethylsilyl)diphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With 1,1'-azobis(cyclohexane)-1-carbonitrile In n-heptane at 100℃; for 72h;
1-iodocyclohexane
626-62-0

1-iodocyclohexane

(trimethylstannyl)diphenylphosphine
1213-51-0

(trimethylstannyl)diphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With 1,1'-azobis(cyclohexane)-1-carbonitrile In benzene at 80℃; for 16h;
1H-imidazole-1-carbothioic acid O-cyclohexyl ester
131379-54-9

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

(trimethylsilyl)diphenylphosphine
17154-34-6

(trimethylsilyl)diphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With 1,1'-azobis(cyclohexane)-1-carbonitrile In n-heptane at 100℃; for 72h;
1H-imidazole-1-carbothioic acid O-cyclohexyl ester
131379-54-9

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

(trimethylstannyl)diphenylphosphine
1213-51-0

(trimethylstannyl)diphenylphosphine

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With 1,1'-azobis(cyclohexane)-1-carbonitrile In benzene at 80℃; for 16h;
1-bromocyclohexane
108-85-0

1-bromocyclohexane

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With Ti(N[t-Bu](3,5-Me2C6H3))3 In benzene at 20℃; Inert atmosphere;> 95 %Spectr.
Stage #1: 1-bromocyclohexane; Tetraphenyldiphosphin With manganese; CpCr[DppNC(Me)CHC(Me)NTol]; lead(II) bromide In tetrahydrofuran at 25℃; for 28h;
Stage #2:
70 %Spectr.
cyclohexyl chloride
542-18-7

cyclohexyl chloride

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
Stage #1: cyclohexyl chloride; Tetraphenyldiphosphin With manganese; CpCr[(XylNCMe)2CH]; lead(II) bromide In tetrahydrofuran at 55℃; for 312h;
Stage #2:
81 %Spectr.
CpCr[DppNC(Me)CHC(Me)NTol](Cy)
1403767-43-0

CpCr[DppNC(Me)CHC(Me)NTol](Cy)

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

A

C29H36BrCrN2
1403767-41-8

C29H36BrCrN2

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With 1-bromocyclohexane In benzene at 20℃;A n/a
B 96 %Spectr.
1-bromocyclohexane
108-85-0

1-bromocyclohexane

diphenylphosphane
829-85-6

diphenylphosphane

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
Stage #1: 1-bromocyclohexane; diphenylphosphane With manganese; CpCr[(XylNCMe)2CH]; lead(II) bromide In tetrahydrofuran at 25℃; for 28h;
Stage #2:
83 %Spectr.
CpCr[DppNC(Me)CHC(Me)NTol](Cy)
1403767-43-0

CpCr[DppNC(Me)CHC(Me)NTol](Cy)

diphenylphosphane
829-85-6

diphenylphosphane

A

C29H36BrCrN2
1403767-41-8

C29H36BrCrN2

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With 1-bromocyclohexane In benzene at 20℃;A n/a
B 30 %Spectr.
CpCr[DppNC(Me)CHC(Me)NTol](Cy)
1403767-43-0

CpCr[DppNC(Me)CHC(Me)NTol](Cy)

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

A

[(cyclopentadienyl)Cr(III)Cl(2,6-(Me2CH)2C6H3NC(Me)CH(Me)NC6H4Me)]
1262528-70-0

[(cyclopentadienyl)Cr(III)Cl(2,6-(Me2CH)2C6H3NC(Me)CH(Me)NC6H4Me)]

B

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In benzene at 20℃;A n/a
B 94 %Spectr.
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

cyclohexylmagnesium bromide
931-50-0

cyclohexylmagnesium bromide

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;
diphenylphosphane
829-85-6

diphenylphosphane

cyclohexene
110-83-8

cyclohexene

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

Conditions
ConditionsYield
With [κ5-N,N,N,N,C-(Me3SiNCH2CH2)2NCH2CH2NSiMe2CH2]Zr In benzene-d6 at 20℃; for 72h; UV-irradiation;
With C34H64N4Si4Sm In neat (no solvent) at 90℃; for 168h; Temperature; Inert atmosphere; Sealed tube; chemoselective reaction;
cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

(cyclohexyl)diphenylphosphane oxide
13689-20-8

(cyclohexyl)diphenylphosphane 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 1.33333h; Irradiation;99%
With dihydrogen peroxide Yield given;
[WI2(CO)(NCMe)(η(2)-MeC2Me)2]
111187-48-5

[WI2(CO)(NCMe)(η(2)-MeC2Me)2]

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

bis(PPh2Cy)(η2-but-2-yne)carbonyldi-iodotungsten
123863-47-8

bis(PPh2Cy)(η2-but-2-yne)carbonyldi-iodotungsten

Conditions
ConditionsYield
In dichloromethane N2 atmosphere; addn. of PPh2(C6H11) to soln. of W-complex (stirring), stirring (3 days), filtration; removal of solvent (vac.), recrystn. (CH2Cl2); elem. anal.;98%
hydrogen tetrachloroaurate(III) tetrahydrate

hydrogen tetrachloroaurate(III) tetrahydrate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

(diphenylcyclohexylphosphine)gold(I) chloride
209847-83-6

(diphenylcyclohexylphosphine)gold(I) chloride

Conditions
ConditionsYield
Stage #1: hydrogen tetrachloroaurate(III) tetrahydrate With propyl sulfide In ethanol at 40℃; for 0.166667h;
Stage #2: cyclohexyldiphenylphosphine In ethanol at 40℃; for 1h;
95%
silver hexafluoroantimonate

silver hexafluoroantimonate

rac.-[Ru(η6:η1-2-dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl)Cl2]
863615-26-3, 568592-59-6

rac.-[Ru(η6:η1-2-dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl)Cl2]

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

[anti-Ru(η6:η1-2-dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl)(PCyPh2)Cl]SbF6

[anti-Ru(η6:η1-2-dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl)(PCyPh2)Cl]SbF6

Conditions
ConditionsYield
In dichloromethane byproducts: AgCl; under N2; CH2Cl2 added to mixt. of Ru complex, AgSbF6 and phosphine, mixt. stirred in the dark; monitoring by NMR; filtration through Celite, filtrate evapd. under vac., crystn. on slow diffusion of Et2O into CH2Cl2 soln.; elem. anal.;94%
2-(2'-pyridyl)benzoxazole
32959-62-9

2-(2'-pyridyl)benzoxazole

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

C30H29CuIN2OP

C30H29CuIN2OP

Conditions
ConditionsYield
With copper(l) iodide In dichloromethane; acetonitrile94%
2-chloromethyl-1-methyl-1H-benzimidazole
4760-35-4

2-chloromethyl-1-methyl-1H-benzimidazole

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

C27H30N2P(1+)*Cl(1-)

C27H30N2P(1+)*Cl(1-)

Conditions
ConditionsYield
In 1,4-dioxane at 100℃;93%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

bis(cyclohexyldiphenylphosphine)nickel(II) chloride
34090-21-6

bis(cyclohexyldiphenylphosphine)nickel(II) chloride

Conditions
ConditionsYield
In ethanol at 80℃; for 1h; Sealed tube; Inert atmosphere;92%
bis(acetonitrile)(acetylacetonate)palladium(II) tetrafluoroborate

bis(acetonitrile)(acetylacetonate)palladium(II) tetrafluoroborate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

(acetylacetonate-κ2O,O')bis[cyclohexyl(diphenyl)phosphine-κP]palladium(II) tetrafluoroborate

(acetylacetonate-κ2O,O')bis[cyclohexyl(diphenyl)phosphine-κP]palladium(II) tetrafluoroborate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1.5h;90.6%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

diphenylcyclohexylphosphine-borane complex
127686-90-2

diphenylcyclohexylphosphine-borane complex

Conditions
ConditionsYield
In dichloromethane at 20℃; for 20h; Inert atmosphere; Schlenk technique;90%
rhodium(II) acetate dimer

rhodium(II) acetate dimer

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

C44H54O8P2Rh2

C44H54O8P2Rh2

Conditions
ConditionsYield
In 1,2-dimethoxyethane; water at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;90%
[Fe2(CO)6{μ-SCH2CH(CH2O2CCH3)S}]

[Fe2(CO)6{μ-SCH2CH(CH2O2CCH3)S}]

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

C28H29Fe2O7PS2

C28H29Fe2O7PS2

Conditions
ConditionsYield
With trimethylamine-N-oxide In dichloromethane; acetonitrile at 20℃; for 1h;90%
1-bromo-butane
109-65-9

1-bromo-butane

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

n-butyl cyclohexyl phenyl phosphine
1143504-32-8

n-butyl cyclohexyl phenyl phosphine

Conditions
ConditionsYield
Stage #1: cyclohexyldiphenylphosphine In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;
Stage #2: 1-bromo-butane In tetrahydrofuran for 0.5h; Inert atmosphere;
89%
silver perchlorate

silver perchlorate

thiosemicarbazide
79-19-6

thiosemicarbazide

acetone
67-64-1

acetone

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

[Ag2(diphenylcyclohexylphosphine)2(2-(propan-2-ylidene)hydrazinecarbothioamide)2]*(ClO4)2

[Ag2(diphenylcyclohexylphosphine)2(2-(propan-2-ylidene)hydrazinecarbothioamide)2]*(ClO4)2

Conditions
ConditionsYield
Stage #1: silver perchlorate; thiosemicarbazide; acetone In acetonitrile at 50℃; for 1h;
Stage #2: cyclohexyldiphenylphosphine In chloroform; acetonitrile for 0.5h;
88%
cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

cobalt(II) chloride
7646-79-9

cobalt(II) chloride

[CoCl2(cyclohexyldiphenylphosphine)2]
648430-08-4

[CoCl2(cyclohexyldiphenylphosphine)2]

Conditions
ConditionsYield
In ethanol soln. of phosphine in ethanol was added to soln. of CoCl2 in ethanol; mixt. was stirred for 24 h; filtered; washed (ethanol, pentane); dried in vac.; extd. (Soxhlet, boiling pentane, several d); soln. removed; residue dried (vac.); elem. anal.;87%
Zeise's dimer

Zeise's dimer

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

[Pt2(P(C6H11)Ph2)2(μ-Cl)2Cl2]
20611-44-3, 109131-32-0

[Pt2(P(C6H11)Ph2)2(μ-Cl)2Cl2]

Conditions
ConditionsYield
In further solvent(s) stoich. amts., refluxing and stirring in Cl2CHCHCl2 for 60 min; cooling to room temp., solvent removal (vac.), dissoln. in CHCl3, filtration, hexane addn., crystn. (-30°C); elem. anal.;86%
[PtCl(saccharinate)(1,5-cyclooctadiene)]

[PtCl(saccharinate)(1,5-cyclooctadiene)]

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

trans-[Pt(saccharinate)2(PPh2cyclohexyl)2]

trans-[Pt(saccharinate)2(PPh2cyclohexyl)2]

Conditions
ConditionsYield
In methanol; acetonitrile at 65℃; for 24h;85%
silver thiocyanate
1701-93-5

silver thiocyanate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

C55H63AgNP3S

C55H63AgNP3S

Conditions
ConditionsYield
In acetonitrile for 16h; Reflux;84%
potassium cyanide

potassium cyanide

2,2'-thiobis-ethanol
111-48-8

2,2'-thiobis-ethanol

chloroauric acid

chloroauric acid

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

cyano(cyclohexyldiphenylphosphine)gold(I)

cyano(cyclohexyldiphenylphosphine)gold(I)

Conditions
ConditionsYield
In water byproducts: KCl; reduction of HAuCl4 with thiodiglycol at 0°C, followed by the phosphine addition; intermediate complex was washed several times with EtOH and then reacted with KCN; elem. anal.;82%
silver nitrate

silver nitrate

thiosemicarbazide
79-19-6

thiosemicarbazide

acetone
67-64-1

acetone

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

[Ag(diphenylcyclohexylphosphine)2(2-(propan-2-ylidene)hydrazinecarbothioamide)]*NO3

[Ag(diphenylcyclohexylphosphine)2(2-(propan-2-ylidene)hydrazinecarbothioamide)]*NO3

Conditions
ConditionsYield
In methanol at 70℃;82%
silver thiocyanate
1701-93-5

silver thiocyanate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

C38H42Ag2N2P2S2

C38H42Ag2N2P2S2

Conditions
ConditionsYield
With pyridine In acetonitrile for 2.5h; Reflux;81%
{WI2(CO)(NCCH3)(C6H5C2)2}2

{WI2(CO)(NCCH3)(C6H5C2)2}2

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

{WI2(CO){P(C6H5)2(C6H11)}2(C6H5C2)2}

{WI2(CO){P(C6H5)2(C6H11)}2(C6H5C2)2}

Conditions
ConditionsYield
In dichloromethane React. of W-compd. with 4 equiv of PPh2Cy (CH2Cl2, dry N2, room temp.).; Elem. anal.;80%
[Pd(3,5-dichloro-2,4,6-trifluorophenyl)2(1,5-cyclooctadiene)]
198142-61-9

[Pd(3,5-dichloro-2,4,6-trifluorophenyl)2(1,5-cyclooctadiene)]

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

cis-[Pd(3,5-dichloro-2,4,6-trifluorophenyl)2(PCyPh2)2]

cis-[Pd(3,5-dichloro-2,4,6-trifluorophenyl)2(PCyPh2)2]

Conditions
ConditionsYield
In tetrahydrofuran to a stirred soln. of complex in THF was added phosphine, 30 min; concd., n-hexane was added, evapd.; elem. anal.;80%
bis(1,5-cyclooctadiene)nickel (0)
1295-35-8

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

N,N-Dimethyl-1-cyanoformamide
16703-51-8

N,N-Dimethyl-1-cyanoformamide

triphenylborane
960-71-4

triphenylborane

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

trans-(Ph2CyP)2Ni(CONMe2)(CN-BPh3)

trans-(Ph2CyP)2Ni(CONMe2)(CN-BPh3)

Conditions
ConditionsYield
In benzene stoich. reaction of nickel compd., phosphine deriv., nitrile deriv. and borane deriv. in benzene at room temp.; evapn., washing with hexane;80%
bis(4-bromomethylphenyl)methanone
31352-40-6

bis(4-bromomethylphenyl)methanone

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

4,4'-bis(((cyclohexyl)diphenylphosphonio)methyl)benzophenone dibromide

4,4'-bis(((cyclohexyl)diphenylphosphonio)methyl)benzophenone dibromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere;80%
saccharin sodium salt
128-44-9

saccharin sodium salt

silver nitrate

silver nitrate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

[Ag(μ-saccharinate)(cyclohexyldiphenylphosphine)]2

[Ag(μ-saccharinate)(cyclohexyldiphenylphosphine)]2

Conditions
ConditionsYield
In methanol; water; acetonitrile at 20℃; for 3h; Darkness;80%
palladium diacetate
3375-31-3

palladium diacetate

saccharin
81-07-2

saccharin

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

trans-[Pd(saccharinate)2(H2O)(PPh2Cy)]

trans-[Pd(saccharinate)2(H2O)(PPh2Cy)]

Conditions
ConditionsYield
Stage #1: palladium diacetate; saccharin In water; acetonitrile at 20℃; for 0.5h;
Stage #2: cyclohexyldiphenylphosphine In methanol; water; acetonitrile Reflux;
80%
methanol
67-56-1

methanol

[RhCl(1,5-cyclooctadiene)(tris(hydroxymethyl)phosphine)]
954128-20-2

[RhCl(1,5-cyclooctadiene)(tris(hydroxymethyl)phosphine)]

hydrogen
1333-74-0

hydrogen

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

cis,mer-Rh(H)2Cl(PCyPh2)3

cis,mer-Rh(H)2Cl(PCyPh2)3

Conditions
ConditionsYield
In methanol; [(2)H6]acetone 2 equiv. of PMePh2 in acetone-d4 added to soln. of Rh complex in CH3OH at room temp.(Ar) in NMR tube, filled with H2, shaked; crystd. for 12 h, filtered, washed (Et2O), dried (vac.) overnight;79%
sodium barbital
144-02-5

sodium barbital

silver nitrate

silver nitrate

cyclohexyldiphenylphosphine
6372-42-5

cyclohexyldiphenylphosphine

[Ag(5,5-diethylbarbiturate)(diphenylcyclohexylphosphine)]

[Ag(5,5-diethylbarbiturate)(diphenylcyclohexylphosphine)]

Conditions
ConditionsYield
In water; isopropyl alcohol; acetonitrile at 20℃; for 1h;79%

6372-42-5Relevant articles and documents

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.

supporting information, (2022/01/04)

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts

Arockiam, Percia Beatrice,Lennert, Ulrich,Graf, Christina,Rothfelder, Robin,Scott, Daniel J.,Fischer, Tillmann G.,Zeitler, Kirsten,Wolf, Robert

supporting information, p. 16374 - 16382 (2020/11/03)

Asymmetrically substituted tertiary phosphines and quaternary phosphonium salts are used extensively in applications throughout industry and academia. Despite their significance, classical methods to synthesize such compounds often demand either harsh reaction conditions, prefunctionalization of starting materials, highly sensitive organometallic reagents, or expensive transition-metal catalysts. Mild, practical methods thus remain elusive, despite being of great current interest. Herein, we describe a visible-light-driven method to form these products from secondary and primary phosphines. Using an inexpensive organic photocatalyst and blue-light irradiation, arylphosphines can be both alkylated and arylated using commercially available organohalides. In addition, the same organocatalyst can be used to transform white phosphorus (P4) directly into symmetrical aryl phosphines and phosphonium salts in a single reaction step, which has previously only been possible using precious metal catalysis.

Ln(ii) amido complexes coordinated by ring-expanded N-heterocyclic carbenes-promising catalysts for olefin hydrophosphination

Lapshin, Ivan V.,Cherkasov, Anton V.,Asachenko, Andrey F.,Trifonov, Alexander A.

supporting information, p. 12913 - 12916 (2020/11/05)

First Ln(ii) ring-expanded NHC complexes (er-NHC)Ln[N(SiMe3)2]2 (Ln = Sm, Yb) are synthesized and proved to be highly efficient pre-catalysts for the intermolecular hydrophosphination of such indolent substrates as 1-alkenes, cyclohexene and norbornene. This journal is

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