34233-75-5

Basic information

• Product Name: N-[(1E)-ethylidene]-1-phenylmethanamine
• Synonyms: Benzenemethanamine, N-ethylidene-
• CAS NO: 34233-75-5
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.1903
• Mol File: 34233-75-5.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 216.5°C at 760 mmHg
• Flash Point: 76.2°C
• Density: 0.87g/cm³
• Vapor Pressure: 0.205mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: N-[(1E)-ethylidene]-1-phenylmethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(1E)-ethylidene]-1-phenylmethanamine(34233-75-5)
• EPA Substance Registry System: N-[(1E)-ethylidene]-1-phenylmethanamine(34233-75-5)

Safety Data

• Hazardous Substances Data: 34233-75-5(Hazardous Substances Data)

Upstream product

• 100-46-9 benzylamine 
• 75-07-0 acetaldehyde 
• 588-46-5 N-(phenylmethyl)acetamide 
• 141-78-6 ethyl acetate 
• 64-17-5 ethanol 
• 74-86-2 acetylene 

Downstream Products

• 106502-02-7 trans-1-benzyl-3-amino-4-methyl-β-azetidinone 
• 118975-80-7 trans-1-benzyl-3-(2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentyl)-4-methyl-2-azetidinone 
• 118975-80-7 1-benzyl-3-(2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentyl)-4-methyl-2-azetidinone 
• 14321-27-8 N-ethylbenzylamine 
• 118824-81-0 (2R,3S)-N,N'-Dibenzyl-butane-2,3-diamine 
• 75825-39-7 racemic bis-2,3-N,N'-dibenzyl diaminobutane 
• 75825-39-7 N,N'-dibenzyl-2,3-diaminobutane 
• 124816-66-6 (3R)-trans-1-benzyl-3-amino-4-methyl-β-azetidinone 
• 124816-68-8 (8R)-cis-1-benzyl-3-amino-4-methyl-β-azetidinone 
• 124816-75-7 (3S)-trans-1-benzyl-3-amino-4-methyl-β-azetidinone 
• 124716-67-2 (3S,4S)-1-Benzyl-3-((S)-1-hydroxymethyl-2-methyl-propylamino)-4-methyl-azetidin-2-one 
• 124816-72-4 (3R)-cis-1-benzyl-3-<<(tert-butyloxy)carbonyl>amino>-4-methyl-β-azetidinone 
• 124716-60-5 (3R)-trans-1-benzyl-3-<<(tert-butyloxy)carbonyl>amino>-4-methyl-β-azetidinone 
• 124816-79-1 ((2S,3S)-1-Benzyl-2-methyl-4-oxo-azetidin-3-yl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Catalytic asymmetric difunctionalization of stable tertiary enamides with salicylaldehydes: Highly efficient, enantioselective, and diastereoselective synthesis of diverse 4-chromanol derivatives

Catalyzed by a chiral BINOL-Ti(OiPr)4 complex, various stable tertiary enamides reacted with salicylaldehydes to afford diverse cis,trans-configured 4-chromanols that contain three continuous stereogenic centers in good yields with excellent diastereoselectivity and enantioselectivity. The reaction proceeded through the addition of enamide to aldehyde followed by the intramolecular interception of the resulting iminium by the hydroxy group. Oxidation of the resulting 4-chromanols yielded almost quantitatively chroman-4-one derivatives which underwent diastereospecific reduction with NaBH4 to produce cis,cis-configured 4-chromanols.

Base-Free Oxidative Coupling of Amines and Aliphatic Alcohols to Imines over Au–Pd/ZrO2 Catalyst under Mild Conditions

Abstract: The base-free synthesis of imines from amines and aliphatic alcohols over Au–Pd alloy catalysts under ambient conditions was developed. A series of Au–Pd/ZrO2 bimetallic catalysts with varying metal loadings and Au?:?Pd molar ratios were prepared and their catalytic performance was investigated. The 3.0?wt?% Au–Pd/ZrO2 alloy catalyst with Au?:?Pd molar ratio of 1?:?1 showed the best catalytic performance. Under air atmosphere, various imines were obtained from coupling of amines and aliphatic alcohols without any additives or promoters. The performance of alloy NPs was superior to that of monometallic catalysts due to the synergistic effect which was demonstrated by TEM, XPS, and UV–Vis characterization. Our work suggested this transformation differed slightly from those reactions between amine and benzyl alcohol and a possible mechanism was proposed. Moreover, the Au–Pd/ZrO2 catalyst could be easily separated and reused for at least five successive runs with high catalytic activity.

Aza-Henry reactions on C-Alkyl substituted aldimines

The reactivity of C-CH3 substituted N-protected aldimines in aza-Henry addition reactions was compared with that of the analogous trifluoromethylated compounds. C-Alkyl aldimines easily reacted with nitro alkanes under solvent-free conditions and in the absence of catalyst, despite being worse electrophiles than C-CF3 aldimines, they gave the aza-Henry addition only when ZrCl4 was added. The presence of a bulky group on the imine carbon deeply influenced the reactivity.