| Identification | Back Directory | [Name]
4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine | [CAS]
20440-94-2 | [Synonyms]
4,4'-Dimethoxytriphenylamine
4-Methoxy-N-(4-Methoxyphenyl)-N-phenylaniline
4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine
Benzenamine, 4-methoxy-N-(4-methoxyphenyl)-N-phenyl- | [Molecular Formula]
C20H19NO2 | [MDL Number]
MFCD16659084 | [MOL File]
20440-94-2.mol | [Molecular Weight]
305.37 |
| Chemical Properties | Back Directory | [Melting point ]
103 °C | [Boiling point ]
453.4±30.0 °C(Predicted) | [density ]
1.136 | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
-1.74±0.50(Predicted) | [Appearance]
Off-white to light yellow Solid |
| Hazard Information | Back Directory | [Synthesis]
To a 1L three-neck flask were added 18.63 g (0.2 mol) of aniline, 78.55 g (0.42 mol) of 4-bromoanisole, 56.10 g (0.5 mol) of potassium tert-butanol and 465.7 g of toluene. Subsequently, 3.66 g (4.0 x 10^-3 mol) of Pd2(dba)3 and 2.32 g (8.0 x 10^-3 mol) of (t-Bu)3PH-BF4 were added as catalysts. The reaction mixture was heated to 100~108°C for 4 hours. After completion of the reaction, the reaction solution was filtered and the filtrate was washed with 200 g of water and dried with anhydrous sodium sulfate. Purification by silica gel column chromatography using toluene as eluent gave a brown viscous liquid. The above crude product was recrystallized with toluene and ethanol (mass ratio 1:2) to afford 51.0 g of 4,4'-dimethoxytriphenylamine in yellow powder form in 83.5% yield. | [References]
[1] European Journal of Organic Chemistry, 2016, vol. 2016, # 10, p. 1908 - 1914
[2] Chemical Communications, 2018, vol. 54, # 6, p. 642 - 645
[3] Journal of Materials Chemistry A, 2018, vol. 6, # 17, p. 7950 - 7958
[4] Patent: CN106565507, 2017, A. Location in patent: Paragraph 0112; 0113; 0114; 0115
[5] Chemistry - A European Journal, 2015, vol. 21, # 46, p. 16673 - 16678 |
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