62908-51-4

Upstream product

• 112538-24-6 C₈H₈⁽²⁾H₂BrN 
• 15185-02-1 1,1-dideuteriobenzylamine 
• 100-47-0 benzonitrile 

Downstream Products

• 111323-51-4 C₁₅H₁₂⁽²⁾H₂F₃NO₃S 
• 70972-88-2 N-Chloro-dideuterobenzylmethylamin 
• 112538-24-6 C₈H₈⁽²⁾H₂BrN 
• 135108-21-3 N-methyl-N-(benzyl-α,α-d2)-N-(silylmethyl)amine 
• 3592-47-0 Benzaldehyde-d 
• 552-82-9 benzhydrylidene(methyl)amine 
• 1444746-89-7 α,α-dideuterio-N-benzyl-2-chloro-N-methylaniline 
• 133167-37-0 benzylidene methylamine-d1 
• 135189-60-5 4a-<2)-N-methylamino>methyl>-4a,5-dihydro-3-methyllumiflavin 
• 135108-24-6 4a-hydroxy-5-(benzyl-α,α-d2)-4a,5-dihydro-3-methyllumiflavin 
• 135108-22-4 4a-(benzyl-α,α-d2)-4a,5-dihydro-3-methyllumiflavin 
• 135108-23-5 N-methyl-N-(benzyl-α,α-d2)formamide 

Relevant academic research and scientific papers

Amine-Flavin Electron Transfer Photochemistry. Potential Models for Monoamine Oxidase Catalysis and Inhibition

The photoreactions of 3-methyllumiflavin (3MLF) and a variety of amines have been explored.These studies have demonstrated that 3MLF undergoes efficient photoreactions with α-silyl tertiary benzylamines to generate 4a-adducts by pathways involving sequential SET and desilylation followed by radical coupling.These adducts are unstable substances that react rapidly with nucleophiles (e.g., MeOH, H2O, and NaBH4) and oxygen.Theyare also photolabile, providing the corresponding 4a-benzyldihydroflavin upon irradiation.Non-silicon-containing primary and secondary amines also participate in SET-promoted photoreactions with 3MLF.The amine cation radicals formed in these processes undergo further transformations to produce radical intermediates by either α-CH or NH deprotonation pathways.The potential relevance of these findings to the area of monoamine oxidase chemistry is considered.

Reactions of N-Halobenzylalkylamines with Sodium Methoxide in Methanol

Reactions of N-halobenzylmethylamines 1 and 2 (X = Cl and Br) with MeONa-MeOH have been investigated.Eliminations from 1 were quantitative, producing only benzylidenemethylamines.Reaction of 2 with MeONa-MeOH produced benzylidenemethylamines and benzylmethylamines.The yield of benzylidenemethylamine increased with electron-withdrawing aryl substituents and increased base concentration and became quantitative when pentane was used as a solvent.The results are interpreted as competing bimolecular elimination and nucleophilic substitution by methoxide on bromine.Product studies for reaction of N-halobenzyl-tert-butylamines with MeONa-MeOH and EtSNa-MeOH establish that the substitution reaction is a general reaction pathway available for the N-haloamines.Transition states for eliminations from 1 and 2 are characterized by Hammett ρ and primary deuterium isotope effect values.