27895-67-6

Basic information

• Product Name: 1-(3,4-dimethoxyphenyl)-N-phenyl-methanimine
• Synonyms: 1-(3,4-dimethoxyphenyl)-N-phenyl-methanimine;N-(3,4-DIMETHOXYBENZYLIDENE)ANILINE
• CAS NO: 27895-67-6
• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.29
• Mol File: 27895-67-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 136-137.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 369.5°Cat760mmHg
• Flash Point: 143.8°C
• Appearance: /
• Density: 1.03g/cm³
• Vapor Pressure: 2.52E-05mmHg at 25°C
• Refractive Index: 1.53
• PKA: 3.78±0.50(Predicted)
• CAS DataBase Reference: 1-(3,4-dimethoxyphenyl)-N-phenyl-methanimine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-dimethoxyphenyl)-N-phenyl-methanimine(27895-67-6)
• EPA Substance Registry System: 1-(3,4-dimethoxyphenyl)-N-phenyl-methanimine(27895-67-6)

Safety Data

• Hazardous Substances Data: 27895-67-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 2070, 1947 DOI: 10.1021/ja01200a517

InChI:InChI=1/C15H15NO2/c1-17-14-9-8-12(10-15(14)18-2)11-16-13-6-4-3-5-7-13/h3-11H,1-2H3/b16-11+

Upstream product

• 62-53-3 aniline 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 82363-30-2 N-(3,4-dimethoxybenzyl)benzeneamine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 519-05-1 opianic acid 
• 314768-38-2 (Z)-C-(3,4-dimethoxyphenyl)-N-methyl-nitrone 
• 885674-30-6 2-methyl-3-(3,4-dimethoxyphenyl)-4-phenyl-[1,2,4]oxadiazolin-5-one 
• 26341-97-9 2,3-dimethoxy-6-(phenylimino-methyl)-benzoic acid 

Downstream Products

• 23802-58-6 trans-1,6-Bis-(3,4-dimethoxy-styryl)-naphthalin 
• 23820-45-3 trans-4-<3,4-Dimethoxy-styryl>-biphenyl 
• 23850-26-2 trans-1,4-Bis-(3',4'-dimethoxy-stilben-4-yl)-butadiin 
• 23833-70-7 (E)-1-(3,4-dimethoxystyryl)naphthalene 
• 156056-97-2 pentacarbonyl(3,4-dimethoxythiobenzaldehyde)tungsten 
• 23802-44-0 trans-1-<3,4-Dimethoxy-styryl>-7-isopropyl-phenanthren 
• 23798-50-7 trans-1-Phenyl-2-<3',4'-dimethoxy-stilben-4-yl>-acetylen 
• 23802-69-9 trans-2-<3,4-Dimethoxy-styryl>-anthracen 
• 23802-81-5 trans-1,5-Bis-(3,4-dimethoxy-styryl)-naphthalin 
• 23802-75-7 trans-1,3-Bis-(3,4-dimethoxy-styryl)-naphthalin 
• 23802-72-4 trans-2,3,6-Tris-(3,4-dimethoxy-styryl)-naphthalin 
• 23833-43-4 trans-1,2-Bis-(3',4'-dimethoxy-stilben-4-yl)-acetylen 
• 23833-75-2 trans-2,6-Bis-(3,4-dimethoxy-styryl)-naphthalin 
• 24787-43-7 trans-1,2,4,5-Tetrakis-(3,4-dimethoxy-styryl)-benzol 

Relevant articles and documents

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Method for synthesizing imine by catalyzing alcohol-amine through NNN cobalt complex

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Ruthenium(II)-(p-cymene)-N-Heterocyclic Carbene Complexes for the N-Alkylation of Amine Using the Green Hydrogen Borrowing Methodology

Six ruthenium(II) complexes with the general molecular formula [RuCl2(NHC)(η6-p-cymene)] (NHC = N-heterocyclic carbene) were synthesized by the transmetalation method from [RuCl2(η6-p-cymene)]2 and silver(I)-NHC complexes. All complexes were fully characterized by analytical and spectral methods (FT-IR, elemental analysis and 1H and 13C NMR). The solid-state structure of one of the ruthenium complexes [dichloro-{1-[2-(2-ethoxyphenoxy)ethyl]-3-(3,5-dimethylbenzyl)benzimidazol-2-ylidene}(p-cymene) ruthenium(II)] has been established by single-crystal X-ray diffraction study, which revealed that the ruthenium atom adopt a classical piano-stool coordination geometry. Under the optimised conditions, these ruthenium complexes were found to be efficient catalysts for N-alkylation of aniline with arylmethyl alcohols using the hydrogen borrowing strategy, which is a cost-effective and environmentally attractive reaction for the preparation of N-alkylated amines.