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Phosphine,tris[4-(trifluoromethyl)phenyl]-
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Name

Phosphine,tris[4-(trifluoromethyl)phenyl]-

 EINECS N/A
CAS No. 13406-29-6 Density N/A
PSA 13.59000 LogP 6.50120
Solubility Insoluble in water. Melting Point 70-75 °C
Formula C21H12F9P Boiling Point 382.8 °C at 760 mmHg
Molecular Weight 466.286 Flash Point 185.3 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 13406-29-6 (TRIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE) Hazard Symbols IrritantXi
Synonyms

Phosphine,tris(a,a,a-trifluoro-p-tolyl)- (7CI,8CI);Tris[4-(trifluoromethyl)phenyl]phosphine;Tris[p-(trifluoromethyl)phenyl]phosphine;

Article Data 20

Phosphine,tris[4-(trifluoromethyl)phenyl]- Synthetic route

13406-27-4

tris(4-trifluoromethylphenyl)phosphine oxide

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

Conditions
ConditionsYield
With diisobutylaluminium hydride In cyclohexane at 72℃; for 14h;93%
Stage #1: tris(4-trifluoromethylphenyl)phosphine oxide With trityl tetrakis(pentafluorophenyl)borate In (2)H8-toluene at 20℃; Glovebox; Inert atmosphere;
Stage #2: With phenylsilane In (2)H8-toluene at 80℃; for 6h; Glovebox; Inert atmosphere; Sealed tube;		92%
With [AlH3(triethylamine)] In hexane at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;88 %Chromat.
With hexylsilane; trifluorormethanesulfonic acid In toluene at 70℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;>= 99 %Spectr.
With 2,6-dimethylpyridine; oxalyl dichloride; hydrogen; tris(2,6-difluorophenyl)borane triethylphosphine oxide In (2)H8-toluene at 130℃; under 3000.3 Torr; for 48h; Reagent/catalyst;57 %Spectr.
402-43-7

p-trifluoromethylphenyl bromide

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

Conditions
ConditionsYield
Stage #1: p-trifluoromethylphenyl bromide With magnesium dihydride In diethyl ether at 20℃; for 1h;
Stage #2: With phosphorus trichloride In diethyl ether at 20℃; for 1h;		72%
Stage #1: p-trifluoromethylphenyl bromide With magnesium In diethyl ether for 2h; Reflux; Schlenk technique; Inert atmosphere;
Stage #2: With phosphorus trichloride In diethyl ether at 0℃; for 1h; Reflux; Schlenk technique; Inert atmosphere;		63%
With phosphorus trichloride 2) Et2O, reflux, 1h; Yield given. Multistep reaction;
198345-82-3

(4-(trifluoromethyl)phenyl)zinc(II) bromide

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

Conditions
ConditionsYield
With phosphorus trichloride In acetonitrile at 20℃; for 2h;53%
aqueous sodium chloride

aqueous sodium chloride

402-43-7

p-trifluoromethylphenyl bromide

7719-12-2, 52843-90-0

phosphorus trichloride

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium In diethyl ether; hexane; water35%
402-51-7

4-(trifluoromethyl)phenylmagnesium bromide

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

Conditions
ConditionsYield
With phosphorus trichloride
13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

13406-27-4

tris(4-trifluoromethylphenyl)phosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane; water at 20℃; for 3h; Glovebox; Inert atmosphere;100%
With gold(III) complex supported on cellulose extracted from Carthamus tinctorius immobilized on nanofibrous phosphosilicate; air at 20℃; for 1h; Irradiation;99%
With dihydrogen peroxide In dichloromethane; water for 0.75h; cooling;97%
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

C27H23BF9O2P

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In benzene at 100℃; for 6h; Inert atmosphere; Sealed tube;100%

7-azido-4-methyl-2H-chromen-2-one

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

4 -methyl-7-((tris(4-(trifluoromethyl)phenyl)-λ5-phosphanylidene)amino)-2H-chromen-2-one

4 -methyl-7-((tris(4-(trifluoromethyl)phenyl)-λ5-phosphanylidene)amino)-2H-chromen-2-one

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;100%
dichloro(hydrotris(1-pyrazolyl)borate)(nitrido)osmium(IV)

dichloro(hydrotris(1-pyrazolyl)borate)(nitrido)osmium(IV)

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

(hydrotris(1-pyrazolyl)borate)Os[NP(p-CF3C6H4)3]Cl2

(hydrotris(1-pyrazolyl)borate)Os[NP(p-CF3C6H4)3]Cl2

Conditions
ConditionsYield
In dichloromethane under inert atm. soln. TpOs(N)Cl2 andphosphine ligand in CH2Cl2 was stirred for 1 h; soln. was concd., hexane was added, ppt. was washed with Et2O and recrystd. from CH2Cl2 and heptane; elem. anal.;97%

chloro(1,5-cyclooctadiene)rhodium(I) dimer

13406-29-6

tris(para-trifluoromethyl)phenyl phosphine

Conditions
ConditionsYield
In acetone all manipulations under dry N2 atm.; 2 equiv. of P compd. added to soln.of Rh compd., stirred at room temp. (checked for completion by TLC); solvent removed in vac., isolated as crystalline solid; elem. anal.;97%

Phosphine,tris[4-(trifluoromethyl)phenyl]- Specification

The Phosphine,tris[4-(trifluoromethyl)phenyl]-, with CAS registry number 13406-29-6, belongs to the following product category: Ligand. It has the systematic name of tris[4-(trifluoromethyl)phenyl]phosphane. This chemical is a kind of white to light yellow crystal powder. And the chemical formula of this chemical is C21H12F9P.

Physical properties of Phosphine,tris[4-(trifluoromethyl)phenyl]-: (1)ACD/LogP: 7.41; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.41; (4)ACD/LogD (pH 7.4): 7.41; (5)#H bond acceptors: 0; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 3; (8)Polar Surface Area: 13.59 Å2; (9)Flash Point: 185.3 °C; (10)Enthalpy of Vaporization: 60.66 kJ/mol; (11)Boiling Point: 382.8 °C at 760 mmHg; (12)Vapour Pressure: 1.01E-05 mmHg at 25°C.

Uses of Phosphine,tris[4-(trifluoromethyl)phenyl]-: it can be used to produce Difluortris(p-trifluormethylphenyl)phosphoran. This reaction will need reagent 10 % IF5 and solvent acetonitrile. The reaction temperature is 0 ℃. The yield is about 34.2%.

When you are using this chemical, please be cautious about it as the following:
The Phosphine,tris[4-(trifluoromethyl)phenyl]- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(ccc1C(F)(F)F)P(c2ccc(cc2)C(F)(F)F)c3ccc(cc3)C(F)(F)F
(2)InChI: InChI=1/C21H12F9P/c22-19(23,24)13-1-7-16(8-2-13)31(17-9-3-14(4-10-17)20(25,26)27)18-11-5-15(6-12-18)21(28,29)30/h1-12H
(3)InChIKey: PXYCJKZSCDFXLR-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C21H12F9P/c22-19(23,24)13-1-7-16(8-2-13)31(17-9-3-14(4-10-17)20(25,26)27)18-11-5-15(6-12-18)21(28,29)30/h1-12H
(5)Std. InChIKey: PXYCJKZSCDFXLR-UHFFFAOYSA-N

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