104156-56-1

Basic information

• Product Name: Methanamine, N-[(4-fluorophenyl)methylene]-
• CAS NO: 104156-56-1
• Molecular Formula: C8H8FN
• Molecular Weight: 137.157
• Mol File: 104156-56-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Methanamine, N-[(4-fluorophenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanamine, N-[(4-fluorophenyl)methylene]-(104156-56-1)
• EPA Substance Registry System: Methanamine, N-[(4-fluorophenyl)methylene]-(104156-56-1)

Safety Data

• Hazardous Substances Data: 104156-56-1(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 74-89-5 methylamine 
• 593-51-1 methylamine hydrochloride 

Downstream Products

• 104156-75-4 Trifluoro-methanesulfonate[1-(4-fluoro-phenyl)-meth-(Z)-ylidene]-methyl-trimethylsilanylmethyl-ammonium; 
• 1588533-99-6 3,6,6-trimethyl-2-(4-fluorophenyl)-1,3-oxazinan-4-one 
• 1262999-62-1 2-((4-fluorobenzyl)(methyl)amino)benzaldehyde 
• 405-66-3 (4-Fluoro-benzyl)-methyl-amine 
• 104156-43-6 1-methyl-2-(4-fluorophenyl)-3,4-bis<<(N-2-propylcarbamoyl)oxy>methyl>-3-pyrroline 
• 104156-55-0 dimethyl 1-methyl-2-(4-fluorophenyl)-3-pyrroline-3,4-dicarboxylate 
• 104156-42-5 [2-(4-Fluoro-phenyl)-4-hydroxymethyl-1-methyl-2,5-dihydro-1H-pyrrol-3-yl]-methanol 

Relevant articles and documents

Steric and electronic effects in capsule-confined green fluorescent protein chromophores

The turn-on of emission in fluorescent protein chromophores sequestered in an "octaacid" capsule is controlled by stereoelectronic effects described by a linear free energy relationship. The stereochemical effects are governed by both the positions and volumes of the aryl substituents, while the electronic effects, including ortho effects, can be treated with Hammett σ parameters. The use of substituent volumes rather than A values reflects packing of the molecule within the confines of the capsule.

Ni-Catalyzed Carbon-Carbon Bond-Forming Reductive Amination

This report describes a three-component, Ni-catalyzed reductive coupling that enables the convergent synthesis of tertiary benzhydryl amines, which are challenging to access by traditional reductive amination methodologies. The reaction makes use of iminium ions generated in situ from the condensation of secondary N-trimethylsilyl amines with benzaldehydes, and these species undergo reaction with several distinct classes of organic electrophiles. The synthetic value of this process is demonstrated by a single-step synthesis of antimigraine drug flunarizine (Sibelium) and high yielding derivatization of paroxetine (Paxil) and metoprolol (Lopressor). Mechanistic investigations support a sequential oxidative addition mechanism rather than a pathway proceeding via α-amino radical formation. Accordingly, application of catalytic conditions to an intramolecular reductive coupling is demonstrated for the synthesis of endo- and exocyclic benzhydryl amines.

Cobalt-catalyzed cyclization of carbon monoxide, imine, and epoxide

Cobalt-catalyzed cyclization of CO, imine, and epoxide has been developed. A convenient catalyst system composed of Co2(CO)8 and LiCl is identified, and the substrate scope has been explored. The reaction provides an efficient method for the synthesis of substituted 1,3-oxazinan-4-ones.