ethanol
tris(2-tolyl)phosphane-borane(1:1)
A
triethyl borate
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
Inert atmosphere; Reflux; | A n/a B 96% |
Conditions | Yield |
---|---|
Stage #1: 2-methylphenyl bromide With magnesium In tetrahydrofuran Reflux; Inert atmosphere; Stage #2: With phosphorus trichloride In tetrahydrofuran for 24h; Inert atmosphere; | 89% |
Stage #1: 2-methylphenyl bromide With magnesium In tetrahydrofuran at 20℃; for 0.666667h; Stage #2: With phosphorus trichloride In tetrahydrofuran for 1.5h; | 85% |
Stage #1: 2-methylphenyl bromide With iodine; magnesium In tetrahydrofuran at 20℃; for 2.5h; Schlenk technique; Inert atmosphere; Stage #2: With phosphorus trichloride In tetrahydrofuran at -40℃; for 0.5h; Stage #3: In tetrahydrofuran; ethanol for 5h; | 75% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; magnesium at 20℃; for 4h; | 89% |
With aluminum (III) chloride; N,N,N,N,-tetramethylethylenediamine; tetrabutyl-ammonium chloride; tert-butylammonium hexafluorophosphate(V) In acetonitrile at 60℃; Inert atmosphere; Glovebox; Electrolysis; | 69% |
With chloro-trimethyl-silane; tetrabutylammomium bromide; copper; zinc In acetonitrile at 45℃; Electrochemical reaction; Inert atmosphere; | 58% |
With oxalyl dichloride; hydrogen In chloroform-d1 at 130℃; under 60006 Torr; for 18h; Reagent/catalyst; | 51% |
Conditions | Yield |
---|---|
With white phosphorus; 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene; triethylamine In acetonitrile; benzene for 24h; Inert atmosphere; Glovebox; Sealed tube; Irradiation; | 43% |
potassium diphenylphosphine
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
Stage #1: di-m-acetato-bis{2-(diortho-tolylphosphino)benzyl-C,P}dipalladium(II); potassium diphenylphosphine In tetrahydrofuran at 20℃; for 48h; Stage #2: With air | A 2% B 30% |
di-m-chloro-bis{2-(di-ortho-tolylphosphino)benzyl-C,P}dipalladium(II)
potassium diphenylphosphine
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
Stage #1: di-m-chloro-bis{2-(di-ortho-tolylphosphino)benzyl-C,P}dipalladium(II); potassium diphenylphosphine In tetrahydrofuran at 20℃; for 48h; Schlenk technique; Inert atmosphere; Stage #2: With air In tetrahydrofuran for 48h; Schlenk technique; | A 20% B 2% |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; potassium hydroxide monohydrate; phosphorus at 100 - 120℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere; | 19% |
Conditions | Yield |
---|---|
With diethyl ether; hydrogen; phosphorus trichloride |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In chloroform Irradiation (UV/VIS); decompn. at room temp. within minutes; |
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In benzene Kinetics; monitored by UV; |
[(o-C6H4Me)3PH][HB(p-C6F4H)3]
A
tris(2,3,5,6-tetrafluorophenyl)borane triethylphosphine oxide
B
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
at 25 - 60℃; vacuum; |
[(o-C6H4Me)3PH][HB(p-C6F4H)3]
A
tris(2,3,5,6-tetrafluorophenyl)borane triethylphosphine oxide
B
hydrogen
C
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In neat (no solvent, solid phase) (N2); keeping boron compd. at room temp. in vac. for 4 d; | |
In not given (N2); heating boron compd. at 60°C for few hs; |
tris-(o-tolyl)phosphine
tris(2-methylphenyl)phosphine selenide
Conditions | Yield |
---|---|
With selenium In toluene for 6h; Heating; | 100% |
With selenium In chloroform for 5h; Heating; | 23% |
With potassium selenocyanate In methanol at 20℃; | |
With selenium In toluene at 100℃; for 48h; Inert atmosphere; | |
With selenium In chloroform-d1 at 70℃; for 16h; Glovebox; Sealed tube; Inert atmosphere; |
4-Bromo-1-naphthylamine
acrylic acid methyl ester
tris-(o-tolyl)phosphine
3-(4-amino-1-naphthyl)propanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide; potassium acetate; Pd-C; palladium diacetate In methanol; water; N,N-dimethyl-formamide | 100% |
With hydrogenchloride; sodium hydroxide; potassium acetate; Pd-C; palladium diacetate In methanol; water; N,N-dimethyl-formamide | 100% |
2-methyl-6-vinylpyridine
1-[(4-cyano-5-methyl-4-phenyl)hexyl]-4-[2-(2-bromophenoxy)ethyl]piperazine
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
With triethylamine; palladium diacetate In water; N,N-dimethyl-formamide | 100% |
tris-(o-tolyl)phosphine
Pd(P(C6H4CH3)3)2(Br)2
Conditions | Yield |
---|---|
With lithium bromide In methanol N2 or Ar-atmosphere; | 100% |
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
With tetrafluoroboric acid In diethyl ether at 20℃; Inert atmosphere; | 100% |
tetrakis(actonitrile)copper(I) hexafluorophosphate
tris(2-pyridyl)methane
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
Stage #1: tetrakis(actonitrile)copper(I) hexafluorophosphate; tris(2-pyridyl)methane In dichloromethane for 0.166667h; Inert atmosphere; Stage #2: tris-(o-tolyl)phosphine In dichloromethane at 20℃; for 12h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In tetrahydrofuran; water for 0.533333h; | 99% |
With water; Selectfluor In acetonitrile at 20℃; for 0.0833333h; | 99% |
With fluorosulfonylchloride In dichloromethane for 1h; Ambient temperature; | 98% |
4-(benzenesulfonylamino)phenyl iodide
acrylic acid
tris-(o-tolyl)phosphine
3-[4-(benzenesulfonylamino)phenyl]acrylic acid
Conditions | Yield |
---|---|
With triethylamine; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide | 99% |
Conditions | Yield |
---|---|
In n-heptane; dichloromethane in CH2Cl2/heptane=1:10 v/v, excess phosphine, room temp. (UV-control); vol. reduction (Ar-stream), crystn. (-15°C); | 99% |
tris(2,3,5,6-tetrafluorophenyl)borane triethylphosphine oxide
hydrogen
tris-(o-tolyl)phosphine
[(o-C6H4Me)3PH][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.; |
[Pd(1-dicyclohexylphosphino-2-di-tert-butylphosphinoethylferrocene)(H)(4-methoxybenzothiolate)]
tris-(o-tolyl)phosphine
[Pd(1-dicyclohexylphosphino-2-di-tert-butylphosphinoethylferrocene)(P(o-tolyl)3)]
Conditions | Yield |
---|---|
With sodium t-butanolate In toluene 1 h, 100°C; | 99% |
tris-(o-tolyl)phosphine
tris(2-tolyl)phosphane-borane(1:1)
Conditions | Yield |
---|---|
Stage #1: tris-(o-tolyl)phosphine With dimethylsulfide borane complex In dichloromethane at 20℃; Inert atmosphere; Stage #2: With ammonium chloride In dichloromethane; water | 99% |
tris-(o-tolyl)phosphine
chloro{tris(o-tolyl)phosphine}gold(I)
Conditions | Yield |
---|---|
Stage #1: hydrogen tetrachloroaurate(III) tetrahydrate With propyl sulfide In ethanol at 40℃; for 0.166667h; Stage #2: tris-(o-tolyl)phosphine In ethanol at 40℃; for 1h; | 99% |
tris(pentafluorophenyl)borate
tris-(o-tolyl)phosphine
1-(4-chlorophenyl)buta-2,3-dien-1-one
Conditions | Yield |
---|---|
In chloroform-d1 Inert atmosphere; Glovebox; | 99% |
Conditions | Yield |
---|---|
With C26H46ClO3Ru2S2(1+)*CF3O3S(1-); hydrogen In dichloromethane at 20℃; under 760.051 Torr; for 11h; Catalytic behavior; Inert atmosphere; | A 99% B 98% |
perfluorophenyl azide
trityl tetrafluoroborate
tris-(o-tolyl)phosphine
pentane
Conditions | Yield |
---|---|
Stage #1: perfluorophenyl azide; trityl tetrafluoroborate; tris-(o-tolyl)phosphine In dichloromethane at 20℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: pentane | 99% |
2-methoxy-5-bromopyridine
tert-Butyl acrylate
tris-(o-tolyl)phosphine
tert-butyl (2E)-3-(6-methoxypyridin-3-yl)prop-2-enoate
Conditions | Yield |
---|---|
With sodium hypochlorite; triethylamine; palladium diacetate In toluene | 98.4% |
copper(I) thiocyanate
tris-(o-tolyl)phosphine
acetonitrile
Conditions | Yield |
---|---|
In acetonitrile CuSCN ground with P(o-Tol)3 dry, then with MeCN; dried in air; detd. by IR; | 98.1% |
In methanol CuSCN reacted with P(o-Tol)3 in MeOH for 4 h; recrystd. from MeCN; elem. anal.; | 80% |
tris-(o-tolyl)phosphine
bis(tri-ortho-tolylphosphine)palladium(0)
Conditions | Yield |
---|---|
In methanol for 3h; Heating / reflux; | 98% |
Conditions | Yield |
---|---|
In acetone at 25℃; | 98% |
cyclohexa-1,4-diene
trityl tetrafluoroborate
tris-(o-tolyl)phosphine
A
triphenylmethane
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Glovebox; | A 98% B 97% |
trityl tetrafluoroborate
tris-(o-tolyl)phosphine
4-n-methylphenylacetylene
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox; | A 92% B 98% |
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
With dihydrogen peroxide In dichloromethane; water at 0 - 23℃; for 0.5h; Inert atmosphere; Schlenk technique; | 98% |
acrylic acid methyl ester
tris-(o-tolyl)phosphine
methyl (E)-3-(3-oxo-4-(2-(benzyloxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazin-8-yl)acrylate
Conditions | Yield |
---|---|
With triethylamine; lithium chloride; palladium diacetate In N,N-dimethyl-formamide | 97% |
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In water; N,N-dimethyl-formamide | 97% |
Conditions | Yield |
---|---|
With lithium iodide In methanol N2 or Ar-atmosphere; refluxing (30 min); filtering (room temp.), washing (MeOH, Et2O), drying (vac.); elem. anal.; | 97% |
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Schlenk technique; Inert atmosphere; Glovebox; | 97% |
1,2-bis(2-phenylethynyl)benzene
tris(pentafluorophenyl)borate
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In pentane at 20℃; | 97% |
tetrakis(actonitrile)copper(I) hexafluorophosphate
2-(2-quinolyl)benzimidazole
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In dichloromethane | 97% |
2-(2-fluoropyridin-1-ium-1-yl)-1,1-bis((trifluoromethyl)sulfonyl)ethan-1-ide
tris-(o-tolyl)phosphine
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.25h; Inert atmosphere; | 97% |
The CAS register number of Tris(2-methylphenyl)phosphine is 6163-58-2. It also can be called as Phosphine,tris(2-methylphenyl)- and the IUPAC name about this chemical is tris(2-methylphenyl)phosphane. The molecular formula about this chemical is C21H21P and the molecular weight is 304.37. It belongs to the following product categories, such as Ligand; Phosphine Ligands; Synthetic Organic Chemistry; Benzenes and so on. This chemical is usually used as a ligand for the coupling reaction.
Physical properties about Tris(2-methylphenyl)phosphine are: (1)ACD/LogP: 7.07; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.07; (4)ACD/LogD (pH 7.4): 7.07; (5)ACD/BCF (pH 5.5): 139115.45; (6)ACD/BCF (pH 7.4): 139115.45; (7)ACD/KOC (pH 5.5): 167188.17; (8)ACD/KOC (pH 7.4): 167188.17; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 13.59Å2; (11)Flash Point: 214.6 °C; (12)Enthalpy of Vaporization: 63.92 kJ/mol; (13)Boiling Point: 412.4 °C at 760 mmHg; (14)Vapour Pressure: 1.24E-06 mmHg at 25°C.
Uses of p-Chloropropiophenone: it can be used to produce Tri-ortho-phosphinselenid at heating. This reaction will need reagent selenium black and solvent toluene with reaction time of 6 hours. The yield is about 100%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of 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: c3(c(P(c1ccccc1C)c2ccccc2C)cccc3)C
(2)InChI: InChI=1/C21H21P/c1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3/h4-15H,1-3H3
(3)InChIKey: COIOYMYWGDAQPM-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/C21H21P/c1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3/h4-15H,1-3H3
(5)Std. InChIKey: COIOYMYWGDAQPM-UHFFFAOYSA-N
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