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Cas Database |
| Name |
4-Methoxytriphenylamine |
EINECS | N/A |
| CAS No. | 4316-51-2 | Density | 1.126 g/cm3 |
| PSA | 12.47000 | LogP | 5.16500 |
| Solubility | N/A | 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 | N/A | Appearance | N/A |
| Safety | 26-36/37/39 | Risk Codes | 36/37/38-43 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| 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; |
Article Data | 90 |
4-Methoxytriphenylamine Synthetic route
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With potassium tert-butylate; copper(l) iodide; tributylphosphine In toluene at 135℃; for 10.5h; high pressure; | A 3% B 85% |
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: 
Xi
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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