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4316-51-2

Basic Information
CAS No.: 4316-51-2
Name: 4-Methoxytriphenylamine 97
Article Data: 90
Molecular Structure:
Molecular Structure of 4316-51-2 (4-Methoxytriphenylamine  97)
Formula: C19H17NO
Molecular Weight: 275.35
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;
Density: 1.126 g/cm3
Melting Point: 102-106 °C(lit.)
Boiling Point: 415.435 °C at 760 mmHg
Flash Point: 121.934 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-43
Safety: 26-36/37/39
PSA: 12.47000
LogP: 5.16500
Synthetic route
623-12-1

4-chloromethoxybenzene

122-39-4

diphenylamine

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%
104-92-7

1-bromo-4-methoxy-benzene

122-39-4

diphenylamine

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%
696-62-8

para-iodoanisole

122-39-4

diphenylamine

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%
108-86-1

bromobenzene

104-94-9

4-methoxy-aniline

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%
591-50-4

iodobenzene

104-94-9

4-methoxy-aniline

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%
104-92-7

1-bromo-4-methoxy-benzene

17425-91-1

N-(trimethylsilyl)-diphenylamine

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%
104-94-9

4-methoxy-aniline

88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

4316-51-2

N,N-diphenyl-4-methoxyaniline

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

bromobenzene

104-94-9

4-methoxy-aniline

A

1208-86-2

N-(4-methoxyphenyl)phenylamine

B

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%
104-94-9

4-methoxy-aniline

88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

A

1208-86-2

N-(4-methoxyphenyl)phenylamine

B

4316-51-2

N,N-diphenyl-4-methoxyaniline

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

4-methoxy-aniline

108-90-7

chlorobenzene

A

1208-86-2

N-(4-methoxyphenyl)phenylamine

B

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%
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Chemistry

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

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

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 .