Tris(4-methoxyphenyl)phosphine supplier

Name
TRIS(4-METHOXYPHENYL)PHOSPHINE
EINECS 212-723-0
CAS No. 855-38-9
Article Data41
CAS DataBase
Density 131-134 °C(lit.)
Solubility Insoluble in water.
Melting Point 131-134°C(lit.)
Formula C₂₁H₂₁O₃P
Boiling Point 457.8 °C at 760 mmHg
Molecular Weight 352.37
Flash Point 287.3 °C
Transport Information
Appearance White to pale yellow crystalline powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Phosphine,tris(p-methoxyphenyl)- (6CI,7CI,8CI);NSC 136458;TPAP;Tri(p-methoxyphenyl)phosphine;Tri-p-anisylphosphine;Trianisylphosphine;Tris(p-anisyl)phosphine;Tris(p-methoxyphenyl)phosphine;
PSA 41.28000
LogP 3.47060

Synthetic route

: 803-17-8
Tris(4-methoxyphenyl)phosphine oxide

: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
With chloro-trimethyl-silane; tetrabutylammomium bromide; copper; zinc In acetonitrile at 45℃; Electrochemical reaction; Inert atmosphere;	93%
With chloro-trimethyl-silane; magnesium at 20℃; for 2h;	93%
With oxalyl dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; triethylamine In dichloromethane at 40℃; for 2h; Inert atmosphere;	83%

: 104-92-7
1-bromo-4-methoxy-benzene

: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
With phosphorus trichloride	89%
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran at 42 - 55℃; for 2h; Stage #2: With phosphorus trichloride In tetrahydrofuran at 25 - 85℃; for 3.5h; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 1.5h;	75.62%
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -50℃; for 0.5h; Inert atmosphere; Stage #2: With phosphorus trichloride In tetrahydrofuran; hexane at -50 - -10℃; Inert atmosphere;	55%

: 82303-13-7
(4-methoxyphenyl)zinc(II) bromide

: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
With phosphorus trichloride In acetonitrile at 20℃; for 2h;	45%

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
With diethyl ether; hydrogen; phosphorus trichloride

: 14774-77-7
p-methoxyphenyllithium

: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
With phosphorus trichloride at -20℃; Yield given;

: 119854-20-5
(2-quinaldinate)(carbonyl)(P(4-CH3O-C5H4)3)2rhodium(I)

: 119882-07-4
(2-quinaldinate)(carbonyl)(P(4-CH3O-C5H4)3)rhodium(I)

B: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
In not given 24 h;

: C39H33BF3O3P

A: 855-38-9
P(p-CH3OC6H4)3

B: 47196-74-7
tris(4-fluorophenyl)borane

Conditions

Conditions	Yield
In dichloromethane at 20℃;

: C39H33BCl3O3P

A: 28445-30-9
tris(4-chlorophenyl)borane

B: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
In dichloromethane at 20℃;

: C39H27BF9O3P

A: 855-38-9
P(p-CH3OC6H4)3

B: tris(2,4,6-trifluorophenyl)borane triethylphosphine oxide

Conditions

Conditions	Yield
In dichloromethane at 20℃;

: C39H27BF9O3P

A: 148892-97-1
tris(3,4,5-trifluorophenyl)borane

B: 855-38-9
P(p-CH3OC6H4)3

Conditions

Conditions	Yield
In dichloromethane at 20℃;

: 855-38-9
P(p-CH3OC6H4)3

: 803-17-8
Tris(4-methoxyphenyl)phosphine oxide

Conditions

Conditions	Yield
With 4-phenylthioxanthone In methanol at 20℃; under 760.051 Torr; for 0.666667h; Mechanism; Solvent; Irradiation;	100%
With potassium permanganate	99%
With gold(III) complex supported on cellulose extracted from Carthamus tinctorius immobilized on nanofibrous phosphosilicate; air at 20℃; for 1h; Irradiation;	98%

: 624-31-7
4-tolyl iodide

: 855-38-9
P(p-CH3OC6H4)3

: Tris-(4-methoxy-phenyl)-p-tolyl-phosphonium; iodide

Conditions

Conditions	Yield
With palladium diacetate In benzene at 120℃; for 25h;	100%

: 855-38-9
P(p-CH3OC6H4)3

: 41398-48-5
tris(4-methoxyphenyl)phosphine selenide

Conditions

Conditions	Yield
With selenium In toluene for 6h; Heating;	100%
With selenium In toluene at 90℃;	97%
With selenium In ethanol Heating;

: [FeI(CO)2(η5-C5H4CH3)]

: 855-38-9
P(p-CH3OC6H4)3

A: (η5-C5H4Me)Fe(CO)P(p-C6H4OMe)3I

B: 959421-09-1
[(η5-C5H4Me)Fe(CO)2P(p-C6H4OMe)3]I

Conditions

Conditions	Yield
di(cyclopentadienideiron dicarbonyl) In neat (no solvent) Fe-compound and P-compound placed in 1:5 molar ratio in agate mortar; gently ground; transferred into NMR tube; placed at 100°C for 15 min; chilled in ice;	A 0% B 100%
In neat (no solvent) Fe-compound and P-compound placed in 1:5 molar ratio in agate mortar; gently ground; transferred into NMR tube; placed at 70°C for 0.5 or4 min; chilled in ice;	A 0% B 100%
di(cyclopentadienideiron dicarbonyl) In neat (no solvent) Fe-compound and P-compound placed in 1:5 molar ratio in agate mortar; gently ground; transferred into NMR tube; placed at 100°C for 5 min; chilled in ice;	A 0% B 84%

...Expand

: 855-38-9
P(p-CH3OC6H4)3

: tris(4-methoxyphenyl)phosphonium tetrafluoroborate

Conditions

Conditions	Yield
With tetrafluoroboric acid In diethyl ether at 20℃; Inert atmosphere;	100%

: 39929-21-0
(tetrahydrothiophene)gold(I) chloride

: 855-38-9
P(p-CH3OC6H4)3

: 96029-36-6
(tris(4-methoxyphenyl)phosphine)gold(I) chloride

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 15h; Inert atmosphere;	100%
In dichloromethane at 20℃; for 1h;	63%
In not given addn. of P compd. to Au complex;

: 855-38-9
P(p-CH3OC6H4)3

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

: 4-methyl-7-((tris(4-methoxyphenyl)-λ5-phosphanylidene)-amino)-2H-chromen-2-one

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	100%

: 855-38-9
P(p-CH3OC6H4)3

: 91-13-4
α,α'-dibromo-o-xylene

: (2-(bromomethyl)benzyl)tris(4-methoxyphenyl)phosphonium bromide

Conditions

Conditions	Yield
In toluene at 20℃; Inert atmosphere; Schlenk technique;	99.5%

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

: 855-38-9
P(p-CH3OC6H4)3

: 22110-53-8
1-adamantyl isocyanide

: C53H57ClNO6P2Rh

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h;	99%

...Expand

: 855-38-9
P(p-CH3OC6H4)3

: 420-37-1
trimethoxonium tetrafluoroborate

: C22H24O3P(1+)*BF4(1-)

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 3h; Inert atmosphere;	99%

: 855-38-9
P(p-CH3OC6H4)3

: 122590-75-4
methyl 4-azidotetrafluorobenzoate

: methyl 2,3,5,6-tetrafluoro-4-((tris(4-methoxyphenyl)-λ5-phosphanylidene)amino)benzoate

Conditions

Conditions	Yield
at 25℃; for 2h; Kinetics; Inert atmosphere;	99%

: 855-38-9
P(p-CH3OC6H4)3

: PtCl(8-O-quinoline)(dmso)

: C51H48NO7P2Pt(1+)*Cl(1-)

Conditions

Conditions	Yield
In chloroform at 60℃; for 24h; Schlenk technique; Inert atmosphere;	99%

: 855-38-9
P(p-CH3OC6H4)3

: 188057-20-7
3-hydroxy-4-iodopyridine

: (3-hydroxypyridin-4-yl)tris(4-methoxyphenyl)phosphonium iodide

Conditions

Conditions	Yield
In chloroform at 50℃; for 19h;	99%

: 855-38-9
P(p-CH3OC6H4)3

: 4-iodo-3,5-dimethylpyridine

: (3,5-dimethylpyridin-4-yl)tris(4-methoxyphenyl)phosphonium iodide

Conditions

Conditions	Yield
In chloroform at 80℃; for 19h;	99%

: 855-38-9
P(p-CH3OC6H4)3

: 401892-47-5
5-bromo-2-chloro-4-iodopyridine

: (5-bromo-2-chloropyridin-4-yl)tris(4-methoxyphenyl)phosphonium iodide

Conditions

Conditions	Yield
In chloroform at 80℃; for 19h;	99%

: 855-38-9
P(p-CH3OC6H4)3

: 3-(allyloxy)-4-iodopyridine

: I(1-)*C29H29NO4P(1+)

Conditions

Conditions	Yield
In chloroform at 20℃; for 36h;	99%

: (1,2,5,6-η4-cycloocta-1,5-diene)bis(4-methoxyphenyl)platinum(II)

: 855-38-9
P(p-CH3OC6H4)3

: cis-bis(4-methoxyphenyl)bis{tris(4-methoxyphenyl)phosphane}platinum(II)

Conditions

Conditions	Yield
In dichloromethane dropping of soln. of phosphane derivative to soln. of Pt complex then stirring at 0°C for 6 h; evapg. of solvent, hydrolysing with ice water, sepg., extg. of aq. layer with C6H6 then CH2Cl2, washing with H2O, drying over MgSO4, evapg. to dryness, dissolving in CH2Cl2 then pptg. with n-hexane; elem. anal.;	98%

: 1271-03-0
allyl(cyclopentadiene)palladium(II)

: 352-34-1
4-fluoro-1-iodobenzene

: 855-38-9
P(p-CH3OC6H4)3

: 180891-50-3
(4-fluorophenyl)Pd(P(4-methoxyphenyl)3)2I

Conditions

Conditions	Yield
In dichloromethane Ar-atmosphere; stirring (room temp., 5 - 15 min); filtering (PTFE membrane), crystn. on concg. and hexane addn. (-30°C, overnight), filtering, drying (vac.); elem. anal.;	98%

...Expand

: (η5-cyclopentadienyl)(p-toluenesulfonylimido-kN-thio-kS-ethene-2-thiolato-kS)cobalt(III)

: 855-38-9
P(p-CH3OC6H4)3

: C5H5CoS2C2(COOCH3)2NSO2C6H4CH3P(C6H4OCH3)3

Conditions

Conditions	Yield
In dichloromethane (Ar); stirring a soln. of cobalt complex and phosphine in CH2Cl2 at roomtemp. for 5 min; evapn., column chromy.;	98%

: 590-92-1
3-Bromopropionic acid

: 855-38-9
P(p-CH3OC6H4)3

: 1394132-29-6
C24H26O5P(1+)*Br(1-)

Conditions

Conditions	Yield
In toluene for 5h; Reflux;	98%

: thallium(I) hexafluorophosphate

: 96029-36-6
(tris(4-methoxyphenyl)phosphine)gold(I) chloride

: 855-38-9
P(p-CH3OC6H4)3

: [Au{tris((4-methoxyphenyl)phosphine)2}]PF6

Conditions

Conditions	Yield
In dichloromethane for 1h; Darkness;	98%

...Expand

: 77332-79-7
3-chloro-4 iodopyridine

: 855-38-9
P(p-CH3OC6H4)3

: (3-chloropyridin-4-yl)tris(4-methoxyphenyl)phosphonium iodide

Conditions

Conditions	Yield
In chloroform at 20℃; for 36h;	98%

: 4-iodopyridin-2-ol

: 855-38-9
P(p-CH3OC6H4)3

: tris(4-methoxyphenyl)(2-oxo-1,2-dihydropyridin-4-yl)phosphonium iodide

Conditions

Conditions	Yield
In chloroform at 50℃; for 19h;	98%

: 7681-65-4
copper(l) iodide

: 855-38-9
P(p-CH3OC6H4)3

: 2-(bis(4-methylphenyl)phosphino)-4-methylpyridine

: (2-(bis(4-methylphenyl)phosphino)-4-methylpyridin)(tris(4-methoxyphenyl)phosphine)2Cu2I2

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 15h; Inert atmosphere;	98%

...Expand

: 1271-03-0
allyl(cyclopentadiene)palladium(II)

: 624-31-7
4-tolyl iodide

: 855-38-9
P(p-CH3OC6H4)3

: 180891-49-0
(4-methylphenyl)Pd(P(4-methoxyphenyl)3)2I

Conditions

Conditions	Yield
In dichloromethane Ar-atmosphere; stirring (room temp., 5 - 15 min); filtering (PTFE membrane), crystn. on concg. and hexane addn. (-30°C, overnight), filtering, drying (vac.); elem. anal.;	97%

...Expand

: {2-(dimethylaminomethyl)phenyl}(1,10-phenanthroline)gold(III) bis(tetrafluoroborate)

: 855-38-9
P(p-CH3OC6H4)3

: {Au((CH3)2NCH2C6H4)(C12H8N2)P(C6H4OCH3)3}(2+)*2{BF4}(1-) = {Au((CH3)2NCH2C6H4)(C12H8N2)P(C6H4OCH3)3}{BF4}2

Conditions

Conditions	Yield
In dichloromethane solid P(C6H4OMe-p)3 added at room temp.to a suspn. of Au-complex, stirred for 1 h; concd., Et2O added, filtered off, recrystd. from CH2Cl2-Et2O; elem. anal.;	96%

: pentacarbonyl[3-(dimethylamino)-3-phenyl-1,2-propadienylidene]chromium

: 855-38-9
P(p-CH3OC6H4)3

: cis-tetracarbonyl(3-dimethylamino-3-phenylpropa-1,2-dienylidene)[tris(4-methoxyphenyl)phosphane]chromium

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: CO; Irradiation (UV/VIS); (Ar); irradn. of a soln. of chromium complex and phosphine in THF at -20°C for 2.5 h; evapn., chromy. (silica gel, pentane/CH2Cl2/THF); elem. anal.;	96%

: 1282-37-7
ferrocenium(III) tetrafluoroborate

: 75-09-2
dichloromethane

: 877034-21-4, 877034-22-5
(OC)3Fe((CH2)3S2)Ni(Ph2P(CH2)2PPh2)

: 855-38-9
P(p-CH3OC6H4)3

: [(dppe)Ni(propaneditiolate)Fe(CO)2(P(p-C6H4OMe)3)]BF4*0.25CH2Cl2

Conditions

Conditions	Yield
With pentane In dichloromethane MBraun glovebox, under N2; soln. of NiFe compd. and FcBF4 in CH2Cl2, rapid stirring for 1 min, above soln. added to phosphine in CH2Cl2, 0.5 min, pentane added (-28°C, then 1 h at this temp.); filtered, washed (pentane, -28°C), dried; elem. anal.;	96%

...Expand

: 677736-23-1
dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II)

: 855-38-9
P(p-CH3OC6H4)3

: carbonyl(chloro)(tris(4-methoxyphenyl)phosphine-κP)(η5-pentaphenylcyclopentadienyl)ruthenium(II)

Conditions

Conditions	Yield
With trimethylamine-N-oxide In dichloromethane; acetonitrile at 20℃; for 2h; Inert atmosphere; Schlenk technique;	96%

Tris(4-methoxyphenyl)phosphine Specification

The Phosphine,tris(4-methoxyphenyl)-, with the CAS registry number 855-38-9 and EINECS registry number 212-723-0, has the systematic name of tris(4-methoxyphenyl)phosphane. It is a kind of white to pale yellow crystalline powder, and belongs to the following product categories: Ligand; Phosphine Ligands; Synthetic Organic Chemistry; Basic Phosphine Ligands Catalysis and Inorganic Chemistry; Catalysis and Inorganic Chemistry; Cross-Coupling; Phosphine Ligands; Phosphorus Compounds. And the molecular formula of the chemical is C₂₁H₂₁O₃P.

The characteristics of Phosphine,tris(4-methoxyphenyl)- are as followings: (1)ACD/LogP: 5.44; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.44; (4)ACD/LogD (pH 7.4): 5.44; (5)ACD/BCF (pH 5.5): 7969.69; (6)ACD/BCF (pH 7.4): 7969.69; (7)ACD/KOC (pH 5.5): 21589.49; (8)ACD/KOC (pH 7.4): 21589.49; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 41.28 Å²; (13)Flash Point: 287.3 °C; (14)Enthalpy of Vaporization: 69.05 kJ/mol; (15)Boiling Point: 457.8 °C at 760 mmHg; (16)Vapour Pressure: 3.93E-08 mmHg at 25°C.

Uses of Phosphine,tris(4-methoxyphenyl)-: It can react with iodomethane to produce Methyl-tris-(4-methoxy-phenyl)-phosphoniumjodid. And the yield is about 93%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O(c3ccc(P(c1ccc(OC)cc1)c2ccc(OC)cc2)cc3)C
(2)InChI: InChI=1/C21H21O3P/c1-22-16-4-10-19(11-5-16)25(20-12-6-17(23-2)7-13-20)21-14-8-18(24-3)9-15-21/h4-15H,1-3H3
(3)InChIKey: UYUUAUOYLFIRJG-UHFFFAOYAD

Product Name

TRIS(4-METHOXYPHENYL)PHOSPHINE

Synthetic route

Tris(4-methoxyphenyl)phosphine Specification

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