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Cas Database |
| Name |
4-Methyldiphenylamine |
EINECS | 210-655-6 |
| CAS No. | 620-84-8 | Density | 1.066 g/cm3 |
| PSA | 12.03000 | LogP | 3.81160 |
| Solubility | Insoluble in water. Soluble in benzene, toluene,methanol, ethanol | Melting Point |
90°C |
| Formula | C13H13N | Boiling Point | 334 °C at 760 mmHg |
| Molecular Weight | 183.253 | Flash Point | 154.9 °C |
| Transport Information | N/A | Appearance | white crystal |
| Safety | Risk Codes | 22 | |
| Molecular Structure |
|
Hazard Symbols | Xn |
| Synonyms |
p-Toluidine,N-phenyl- (6CI,7CI,8CI);(4-Methylphenyl)phenylamine;4-Methyl-N-phenylaniline;N-4-Tolylaniline;N-Phenyl-4-methylaniline;N-Phenyl-p-toluidine;N-p-Tolylaniline;Phenyl-p-tolylamine;p-Methyldiphenylamine; |
Article Data | 341 |
4-Methyldiphenylamine Synthetic route
| Conditions | Yield |
|---|---|
| Stage #1: p-toluidine With n-butyllithium; dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc In tetrahydrofuran; hexane at 0 - 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: phenylmagnesium bromide With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; bis(acetylacetonate)nickel(II); 1,2-dichloro-2-methylpropane In tetrahydrofuran; hexane at 0 - 20℃; for 3h; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; | 100% |
| Conditions | Yield |
|---|---|
| With chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 24h; Inert atmosphere; | 99% |
| With sodium t-butanolate; catacxium A In toluene at 110℃; for 12h; Buchwald-Hartwig reaction; | 99% |
| With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry; | 99% |
| Conditions | Yield |
|---|---|
| With tri-tert-butyl phosphine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 20℃; for 18h; | 99% |
| With [Pd(N,N'-bis(2,6-bis(di-p-tolylmethyl)-4-methylphenyl)-imidazol-2-ylidene)(acetylacetonate)Cl]; lithium hexamethyldisilazane In 1,4-dioxane at 110℃; for 3h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube; | 99% |
| With nickel(II) bromide trihydrate; N,N-dimethyl-cyclohexanamine; C70H75BN2 In 1,2-dimethoxyethane; N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere; | 98% |
| Conditions | Yield |
|---|---|
| With (R)-1-[(SP)-2-(diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 110℃; for 16h; Mechanism; Product distribution; other amines; other aryl halides and tosylates; var. chelating alkylphosphines, var. time, var. temp., further solvent; | 99% |
| With (R)-1-[(SP)-2-(diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 110℃; for 16h; | 99% |
| With potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100℃; for 5h; | 99% |
| Conditions | Yield |
|---|---|
| With nickel(II) iodide; potassium phosphate; 2-Phenyl-1,3,2-dioxaborinane In 1,4-dioxane at 115℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere; chemoselective reaction; | 99% |
| With C29H25CuIN3OPPd; sodium t-butanolate In toluene at 40℃; for 24h; | 94% |
| With nickel(II) chloride hexahydrate; triethylamine at 125℃; for 0.333333h; Microwave irradiation; Neat (no solvent); | 92% |
| Conditions | Yield |
|---|---|
| With sodium t-butanolate; palladium diacetate; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine In 1,2-dimethoxyethane at 100℃; for 24h; | 99% |
| With bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 100℃; for 1.5h; Inert atmosphere; | 99% |
| With chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate; ruphos In 1,4-dioxane at 110℃; for 24h; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| With C59H74F4OPPd(1+)*CF3O3S(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene In tert-butyl methyl ether at 20℃; for 0.333333h; Catalytic behavior; Reagent/catalyst; | 99% |
| With caesium carbonate; palladium diacetate In toluene at 100℃; for 8h; | |
| With palladium diacetate; caesium carbonate; XPhos In toluene at 100℃; for 1.5h; |
| Conditions | Yield |
|---|---|
| With SingaCycle-A3; potassium hexamethylsilazane In 1,4-dioxane; toluene at 100℃; for 12h; Schlenk technique; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| copper In dichloromethane for 11h; Ambient temperature; | 98% |
| Conditions | Yield |
|---|---|
| copper In dichloromethane for 0.75h; Ambient temperature; | 97% |
4-Methyldiphenylamine Chemical Properties
IUPAC Name: 4-Methyl-N-phenylaniline
Molecular Formula: C13H13N
Molar mass: 183.249 g/mol
EINECS: 210-655-6
Density: 1.066 g/cm3
Melting point: 90 °C
Flash Point: 154.9 °C
Index of Refraction: 1.621
Surface Tension: 42.3 dyne/cm
Boiling Point: 334 °C at 760 mmHg
Vapour Pressure: 0.000132 mmHg at 25 °C
Structure of 4-Methyldiphenylamine(620-84-8):
Product Categories: electronic; pharmacetical; Amines; Electronic Chemicals; Diphenylamines (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research
Canonical SMILES: CC1=CC=C(C=C1)NC2=CC=CC=C2
InChI: InChI=1S/C13H13N/c1-11-7-9-13(10-8-11)14-12-5-3-2-4-6-12/h2-10,14H,1H3
InChIKey: AGHYMXKKEXDUTA-UHFFFAOYSA-N
4-Methyldiphenylamine Uses
4-Methyldiphenylamine(620-84-8) is organic synthesis's intermediates and can be used as reagent for high-performance polymer research.
4-Methyldiphenylamine Specification
4-Methyldiphenylamine , its cas register number is 620-84-8. It also can be called N-Phenyl-p-toluidine; 4-Methyl-N-phenylbenzenamine .
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