64999-34-4

Basic information

• Product Name: Benzenemethanamine, N-(diphenylmethylene)-a-methyl-
• CAS NO: 64999-34-4
• Molecular Formula: C21H19N
• Molecular Weight: 285.389
• Mol File: 64999-34-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(diphenylmethylene)-a-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(diphenylmethylene)-a-methyl-(64999-34-4)
• EPA Substance Registry System: Benzenemethanamine, N-(diphenylmethylene)-a-methyl-(64999-34-4)

Safety Data

• Hazardous Substances Data: 64999-34-4(Hazardous Substances Data)

Upstream product

• 2051-90-3 Dichlorodiphenylmethane 
• 618-36-0 rac-methylbenzylamine 
• 908093-98-1 diazodiphenylmethane 
• 7699-79-8 benzhydrylidene-benzyl-amine 
• 77-78-1 dimethyl sulfate 
• 119-61-9 benzophenone 
• 91-00-9 Benzhydrylamine 
• 29412-58-6 N-(diphenylmethyl)-1-phenylethan-1-imine 
• 5267-34-5 aminodiphenylmethane hydrochloride 
• 1013-88-3 Benzophenone imine 
• 100-41-4 ethylbenzene 
• 3362-33-2 diphenylmethanone O-benzoyl oxime 
• 574-66-3 Benzophenone oxime 
• 98-86-2 acetophenone 

Downstream Products

• 133469-21-3 N-benzhydryl-1-phenylethan-1-amine 
• 618-36-0 rac-methylbenzylamine 
• 59320-64-8 (R)-3,3-Diphenyl-2-((R)-1-phenyl-ethyl)-oxaziridine 
• 59320-64-8 (R)-3,3-Diphenyl-2-((S)-1-phenyl-ethyl)-oxaziridine 
• 29412-58-6 N-(diphenylmethyl)-1-phenylethan-1-imine 

Relevant articles and documents

One-Pot Synthesis of Primary and Secondary Aliphatic Amines via Mild and Selective sp3 C?H Imination

The direct replacement of sp3 C?H bonds with simple amine units (?NH2) remains synthetically challenging, although primary aliphatic amines are ubiquitous in medicinal chemistry and natural product synthesis. We report a mild and selective protocol for preparing primary and secondary aliphatic amines in a single pot, based on intermolecular sp3 C?H imination. The first C?H imination of diverse alkanes, this method shows useful site-selectivity within substrates bearing multiple sp3 C?H bonds. Furthermore, this reaction tolerates polar functional groups relevant for complex molecule synthesis, highlighted in the synthesis of amine pharmaceuticals and amination of natural products. We characterize a unique C?H imination mechanism based on radical rebound to an iminyl radical, supported by kinetic isotope effects, stereoablation, resubmission, and computational modeling. This work constitutes a selective method for complex amine synthesis and a new mechanistic platform for C?H amination.

Direct C(sp3)-N Radical Coupling: Photocatalytic C-H Functionalization by Unconventional Intermolecular Hydrogen Atom Transfer to Aryl Radical

An unconventional approach for intermolecular direct C(sp3)-N radical coupling has been developed by photocatalytic C(sp3)-H activation of simple alkyl substrates using O-benzoyl oximes. The selective photocatalytic energy-transfer-driven homolysis followed by decarboxylation generates the persistent iminyl radical and aryl radical, which would undergo an unprecedented intermolecular hydrogen atom abstraction from the alkyl substrate to provide the key C(sp3) radical. Selective radical-radical C-N cross-coupling furnishes imines which are valuable amine building blocks.

Benzhydrylamine: An effective aminating agent for the synthesis of primary amines

Aldehydes, ketones, alkyl toluene-p-sulfonates and halides are converted into the corresponding primary amines with benzhydrylamine as a valuable ammonia synthon in moderate to excellent yields.