Product Name

  • Name

    4-Methoxytriphenylamine 97

  • EINECS
  • CAS No. 4316-51-2
  • Article Data90
  • CAS DataBase
  • Density 1.126 g/cm3
  • Solubility
  • Melting Point 102-106 °C(lit.)
  • Formula C19H17NO
  • Boiling Point 415.435 °C at 760 mmHg
  • Molecular Weight 275.35
  • Flash Point 121.934 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38-43
  • Molecular Structure Molecular Structure of 4316-51-2 (4-Methoxytriphenylamine  97)
  • Hazard Symbols IrritantXi
  • Synonyms p-Anisidine,N,N-diphenyl- (6CI,7CI,8CI);(4-Methoxyphenyl)diphenylamine;4-Diphenylaminoanisole;4-Methoxy-N,N-diphenylbenzenamine;4-Methoxytriphenylamine;N,N-Diphenyl-4-methoxyaniline;N,N-Diphenyl-p-anisidine;N-(4-Methoxyphenyl)-N,N-diphenylamine;N-(4-Methoxyphenyl)-N-phenylbenzenamine;p-Anisyldiphenylamine;
  • PSA 12.47000
  • LogP 5.16500

Synthetic route

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

diphenylamine
122-39-4

diphenylamine

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 80℃; for 12h;99%
With bis(η3-allyl-μ-chloropalladium(II)); 2,6-bis(2,4,6-triisopropylphenyl)phenyl(dicyclohexylphosphine); sodium t-butanolate In dodecane; toluene at 100℃; for 6h; Catalytic behavior; Reagent/catalyst; Glovebox;99%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 70℃; for 16h;97%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

diphenylamine
122-39-4

diphenylamine

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With potassium hydroxide; bis(tri-tert-butylphosphine)palladium(0); cetyltrimethylammonim bromide In water; toluene at 90℃; for 6h;99%
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;99%
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In toluene at 50℃;97%
para-iodoanisole
696-62-8

para-iodoanisole

diphenylamine
122-39-4

diphenylamine

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With copper(l) iodide; 5,6,9,10-tetrahydro-4H,8H-pyrido[3,2,1-ij][1,6]naphthyridine; sodium t-butanolate In toluene at 110℃; for 40h; post-Ullmann reaction;96%
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium hydroxide In dimethyl sulfoxide at 120℃; for 3h;96%
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In toluene at 30℃;93%
bromobenzene
108-86-1

bromobenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With dichloro{1,10-[di-(2-diizopropylaminoethyl)]-3,3'-o-xylyldibenzimidazolidin-2,2'-diylidene}palladium (II); potassium tert-butylate In 1,2-dimethoxyethane at 80℃; for 15h; Buchwald-Hartwig amination; Inert atmosphere;95%
With (6-Dipp)PdCl2-SPhos; sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere;90%
With potassium hydroxide In water for 24h; Buchwald-Hartwig reaction; Reflux; Inert atmosphere;85%
iodobenzene
591-50-4

iodobenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With [2,2]bipyridinyl; potassium tert-butylate; copper(l) iodide In toluene at 115℃; for 3.5h;94%
With tetraethoxy orthosilicate; caesium carbonate; copper(l) iodide at 145℃; for 38h; Ullmann coupling reaction;85%
With C39H33CuF3N2P2(1+)*ClO4(1-); potassium tert-butylate In toluene at 90℃; for 12h; Inert atmosphere;80%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

N-(trimethylsilyl)-diphenylamine
17425-91-1

N-(trimethylsilyl)-diphenylamine

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 1h; Inert atmosphere;94%
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 1h; Time; Reagent/catalyst; Inert atmosphere;94%
With bis(1,5-cyclooctadiene)nickel (0); 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene hydrochloride; potassium tert-butylate; cesium fluoride at 100℃; for 36h; Inert atmosphere;67%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 72h;90%
bromobenzene
108-86-1

bromobenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With C46H58Br2N4O10Pd; potassium tert-butylate In 1,2-dimethoxyethane at 80℃; for 15h; Inert atmosphere; Buchwald-Hartwig amination;A 11%
B 89%
With potassium tert-butylate; copper(l) iodide; tributylphosphine In toluene at 135℃; for 10.5h; high pressure;A 2%
B 86%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; sodium t-butanolate In 1,3,5-trimethyl-benzene for 24h; Inert atmosphere; Reflux;A 41%
B 45%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 10h;A 89%
B 4%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

chlorobenzene
108-90-7

chlorobenzene

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With potassium tert-butylate; copper(l) iodide; tributylphosphine In toluene at 135℃; for 10.5h; high pressure;A 3%
B 85%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

chlorobenzene
108-90-7

chlorobenzene

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; (E)-2-(((2,5-bis(trifluoromethyl)phenyl)imino)methyl)phenol; sodium t-butanolate In o-xylene at 145℃; for 12h; Schlenk technique; Inert atmosphere;85%
iodobenzene
591-50-4

iodobenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With potassium tert-butylate; copper(l) iodide In toluene at 135℃; for 14h;A 12%
B 82%
With copper(l) iodide; cesium fluoride In dimethyl sulfoxide at 130℃; for 24h; Ullmann Condensation; Inert atmosphere; Glovebox;A 37 %Chromat.
B 15%
para-iodoanisole
696-62-8

para-iodoanisole

N-phenyl-1-naphthylamine
90-30-2

N-phenyl-1-naphthylamine

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
potassium hydroxide; copper In various solvent(s) at 160℃; for 5h;79%
bromobenzene
108-86-1

bromobenzene

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Stage #1: bromobenzene With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: N-(4-methoxyphenyl)phenylamine With sodium t-butanolate In toluene at 90℃; for 20h; Hartwig-Buchwald coupling;
79%
With C37H50BrO3PPd In 1,4-dioxane at 80℃; Kinetics; Inert atmosphere; Glovebox; Sealed tube;
N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

triphenylbismuth(V) diacetate
28899-97-0

triphenylbismuth(V) diacetate

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
copper In dichloromethane for 72h; Ambient temperature;78%
triphenylbismuth(V) diacetate
28899-97-0

triphenylbismuth(V) diacetate

4-methoxy-aniline
104-94-9

4-methoxy-aniline

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
copper In dichloromethane for 24h; Ambient temperature;A 28%
B 68%
para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

diphenylamine
122-39-4

diphenylamine

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In n-heptane at 130℃; for 24h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere;66%
With potassium phosphate; bis(acetylacetonato)palladium(II); BrettPhos In n-heptane at 130℃; for 24h;66%
With bis(acetylacetonato)palladium(II); tripotassium phosphate "n" hydrate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In n-heptane at 130℃; for 24h; Inert atmosphere;61%
4-Methoxyphenyl isocyanate
5416-93-3

4-Methoxyphenyl isocyanate

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 100℃; for 14h; Inert atmosphere;46%
Diphenyliodonium triflate
66003-76-7

Diphenyliodonium triflate

4-methoxy-aniline
104-94-9

4-methoxy-aniline

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Stage #1: Diphenyliodonium triflate; 4-methoxy-aniline With copper(l) iodide; 2,6-di-tert-butyl-pyridine In toluene at 20℃; for 12h; Schlenk technique; Inert atmosphere;
Stage #2: With copper(l) iodide; 1,10-Phenanthroline; potassium tert-butylate In toluene at 120℃; for 24h; Schlenk technique; Inert atmosphere;
A 5%
B 44%
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 110℃; Hartwig-Buchwald coupling; Inert atmosphere;A 42%
B 9%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

A

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Product distribution; effect of amount of Ph3Bi(OAc)2 and reaction time;
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

diphenylamine
122-39-4

diphenylamine

A

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

B

N-(3-methoxyphenyl)-diphenylamine
20588-62-9

N-(3-methoxyphenyl)-diphenylamine

Conditions
ConditionsYield
With potassium hydroxide; PEGDM-400 In toluene at 158 - 161℃; for 8h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With iron(III) oxide; potassium tert-butylate In dimethyl sulfoxide at 130℃; for 36h; regioselective reaction;
iodobenzene
591-50-4

iodobenzene

para-iodoanisole
696-62-8

para-iodoanisole

diphenylamine
122-39-4

diphenylamine

A

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

B

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
potassium hydroxide; copper at 160℃; Rate constant; Mechanism; competitive reaction, var. catalysts;
iodobenzene
591-50-4

iodobenzene

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With copper at 195℃;
bromobenzene
108-86-1

bromobenzene

ς-[2,4,6-(CH3)3C6H2]Ni(2,2'-bipyridyl)Br

ς-[2,4,6-(CH3)3C6H2]Ni(2,2'-bipyridyl)Br

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 3 h / 90 °C
2: 99 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 6 h / 90 °C
View Scheme
aniline
62-53-3

aniline

5-(4-formyl-3,5-dimethoxyphenoxy)valeric aldehyde linker on a polyethylene glycol resin

5-(4-formyl-3,5-dimethoxyphenoxy)valeric aldehyde linker on a polyethylene glycol resin

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 3 h / 90 °C
2: 99 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 6 h / 90 °C
View Scheme
bromobenzene
108-86-1

bromobenzene

NO2, Br2

NO2, Br2

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 1 h / Ambient temperature
2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C
View Scheme
aniline
62-53-3

aniline

Wang resin-bound styrene 4

Wang resin-bound styrene 4

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 1 h / Ambient temperature
2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C
View Scheme
Multi-step reaction with 2 steps
1: 75 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 25 h / Ambient temperature
2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C
View Scheme
chlorobenzene
108-90-7

chlorobenzene

SOCl2

SOCl2

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 25 h / Ambient temperature
2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C
View Scheme
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

4-hydroxyltriphenylamine
25069-86-7

4-hydroxyltriphenylamine

Conditions
ConditionsYield
Stage #1: N,N-diphenyl-4-methoxyaniline With boron tribromide In dichloromethane; chloroform at 0 - 20℃; for 6h; Inert atmosphere;
Stage #2: With methanol In dichloromethane; chloroform Inert atmosphere; Cooling with ice;
100%
Stage #1: N,N-diphenyl-4-methoxyaniline With boron tribromide In dichloromethane at 0 - 20℃; for 24.5h;
Stage #2: With water In dichloromethane
99%
With boron tribromide In dichloromethane at 20℃; for 3h;90%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

4,4′-dibromo-4′′-methoxytriphenylamine
100308-69-8

4,4′-dibromo-4′′-methoxytriphenylamine

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 3h;95%
With N-Bromosuccinimide
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4-[N-phenyl-N-(4-methoxyphenyl)amino]benzaldehyde
87755-82-6

4-[N-phenyl-N-(4-methoxyphenyl)amino]benzaldehyde

Conditions
ConditionsYield
With trichlorophosphate In 1,2-dichloro-ethane for 4h; Vilsmeier formylation; Inert atmosphere; Reflux;94%
With trichlorophosphate at 0 - 80℃; for 1h; Inert atmosphere;94.8%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.75h; Vilsmeier-Haack Formylation;
Stage #2: N,N-diphenyl-4-methoxyaniline at 60℃; for 2h; Vilsmeier-Haack Formylation;
85%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

trimethylaluminum
75-24-1

trimethylaluminum

diphenyl(p-tolyl)amine
4316-53-4

diphenyl(p-tolyl)amine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate In toluene at 100℃; for 6h; Sealed tube; Glovebox; Inert atmosphere;87%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

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

C25H28BNO3

C25H28BNO3

Conditions
ConditionsYield
With C26H45OSiY In hexane at 100℃; for 24h; regioselective reaction;83%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

4,4-diiodo-4''-methoxytriphenylamine
199297-07-9

4,4-diiodo-4''-methoxytriphenylamine

Conditions
ConditionsYield
With potassium iodate; potassium iodide In water; acetic acid at 80℃; for 3h; Iodination;82%
With potassium iodate; potassium iodide In acetic acid
With potassium iodate; potassium iodide In acetic acid
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4'-methyl-N,N-diphenyl-[1,1'-biphenyl]-4-amine

4'-methyl-N,N-diphenyl-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); C23H28N4 In tetrahydrofuran; m-xylene at 60℃; for 4h; Kumada Cross-Coupling; Inert atmosphere; Sealed tube;81%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

acetyl chloride
75-36-5

acetyl chloride

C21H19NO2

C21H19NO2

Conditions
ConditionsYield
With zinc(II) chloride In dichloromethane80%
1,1-diphenyl-4-(p-di-n-propylaminophenyl)-1,3-butadiene

1,1-diphenyl-4-(p-di-n-propylaminophenyl)-1,3-butadiene

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

4,4’-bisformyl-4’’-methoxytriphenylamine
149676-16-4

4,4’-bisformyl-4’’-methoxytriphenylamine

Conditions
ConditionsYield
76.5%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4,4’-bisformyl-4’’-methoxytriphenylamine
149676-16-4

4,4’-bisformyl-4’’-methoxytriphenylamine

Conditions
ConditionsYield
With trichlorophosphate In 1,2-dichloro-ethane at 0℃; for 15h; Vilsmeier-Haack Formylation; Inert atmosphere; Reflux;75%
With trichlorophosphate at 95℃; for 4h; Inert atmosphere;71%
With trichlorophosphate In 1,2-dichloro-benzene at 85℃; for 24h; Vilsmeyer reaction;67%
With trichlorophosphate In 1,2-dichloro-ethane for 6h; Reflux;36.7%
With trichlorophosphate at 80℃; for 24h; Vilsmeier-Haack Formylation;
1-Methylbenzimidazole
1632-83-3

1-Methylbenzimidazole

N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

4-(1-methyl-1H-benzimidazol-2-yl)-N,N-diphenylbenzenamine
1542275-72-8

4-(1-methyl-1H-benzimidazol-2-yl)-N,N-diphenylbenzenamine

Conditions
ConditionsYield
With ortho-tolylmagnesium bromide; bis(1,5-cyclooctadiene)nickel (0); C23H30N4 In m-xylene at 90℃; for 16h;75%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

4-(N-phenyl-N-(4-methoxy)phenylamino)-1-bromobenzene
949910-86-5

4-(N-phenyl-N-(4-methoxy)phenylamino)-1-bromobenzene

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 5h;75%
N,N-diphenyl-4-methoxyaniline
4316-51-2

N,N-diphenyl-4-methoxyaniline

N4,N4'-bis(4-methoxyphenyl)-N4,N4'-diphenyl-4,4'-diaminobiphenyl
20441-07-0

N4,N4'-bis(4-methoxyphenyl)-N4,N4'-diphenyl-4,4'-diaminobiphenyl

Conditions
ConditionsYield
Stage #1: N,N-diphenyl-4-methoxyaniline With methanesulfonic acid In dichloromethane at 0℃;
Stage #2: With chloranil In dichloromethane at 0 - 20℃; for 3h;
66%
With tetrafluoroboric acid diethyl ether; C22H42N12*2BF4(1-)*2H(1+) In acetonitrile at 20℃; Reagent/catalyst; Cooling with ice;90 %Spectr.

4-Methoxytriphenylamine Chemical Properties

Molecule structure of 4-Methoxytriphenylamine 97 (CAS NO.4316-51-2):

Molecular Weight: 275.3444 g/mol
Molecular Formula: C19H17NO 
Density: 1.126 g/cm3 
Melting Point: 102-106 °C(lit.)
Boiling Point: 415.435 °C at 760 mmHg 
Flash Point: 121.934 °C
Index of Refraction: 1.628
Molar Refractivity: 86.775 cm3
Molar Volume: 244.596 cm3
Surface Tension: 45.39 dyne/cm
Enthalpy of Vaporization: 66.852 kJ/mol 
InChI: InChI=1/C19H17NO/c1-21-19-14-12-18(13-15-19)20(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-15H,1H3 InChIKey of 4-Methoxytriphenylamine 97 (CAS NO.4316-51-2): KIGTXAWIOISJOG-UHFFFAOYAO

4-Methoxytriphenylamine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38-43 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R43:May cause sensitization by skin contact.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3

4-Methoxytriphenylamine Specification

 4-Methoxytriphenylamine 97 (CAS NO.4316-51-2) is also named as 4-methoxy-n,n-diphenylaniline ; Diphenyl(4-methoxyphenyl)amine ; Diphenyl(p-methoxyphenyl)amine ; N,N-Diphenyl-4-methoxyaniline ; N,N-Diphenyl-p-anisidine ; p-Anisyldiphenylamine .

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