119561-20-5

Basic information

• Product Name: N-benzylidene(1-phenyl-2,2,2-trifluoroethyl)amine
• Synonyms: N-benzylidene(1-phenyl-2,2,2-trifluoroethyl)amine
• CAS NO: 119561-20-5
• Molecular Weight: 263.262
• Mol File: 119561-20-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-benzylidene(1-phenyl-2,2,2-trifluoroethyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzylidene(1-phenyl-2,2,2-trifluoroethyl)amine(119561-20-5)
• EPA Substance Registry System: N-benzylidene(1-phenyl-2,2,2-trifluoroethyl)amine(119561-20-5)

Safety Data

• Hazardous Substances Data: 119561-20-5(Hazardous Substances Data)

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 100-46-9 benzylamine 
• 119561-19-2 N-(1-phenyl-2,2,2-trifluoroisopropylidene)benzylamine 
• 52826-45-6 (benzylimino)triphenylphosphorane 

Downstream Products

• 51586-24-4 1-amino-2,2,2-trifluoro-1-phenylethane 
• 13652-09-0 (RS)-1-phenyl-2,2,2-trifluoroethylamine hydrochloride 

Relevant articles and documents

First example of continuous-flow reaction conditions for biomimetic reductive amination of fluorine-containing carbonyl compounds

This study presents the first example of continuous-flow reaction conditions for biomimetic reductive amination of fluorinated carbonyl compounds using silica-adsorbed DBU as catalyst for on-column process. This new on-column process features operationall

Thermocontrolled benzylimine-benzaldimine rearrangement over Nafion-H catalysts for efficient entry into α-trifluoromethylbenzylamines

Nafion-H and Nafion SAC-13 are efficient solid Br?nsted acid catalysts for the preparation of trifluoromethyl ketimines from benzylamines and trifluoromethylated ketones in high yields. A finely tuned benzylimine- benzaldimine rearrangement by facile 1,3-hydrogen shift has been achieved for the formation of fluorinated benzaldimines in high yields by careful optimization of reaction conditions including attempts under microwave conditions and a flow system. These α-trifluoromethylated benzaldimines are efficient precursors for pharmaceutically important α- trifluoromethylated benzylamines, accessed through their direct acid hydrolysis.

Biomimetic reductive amination of fluoro aldehydes and ketones via [1,3]-proton shift reaction. Scope and limitations

A systematic study of azomethine-azomethine isomerizations of the N-benzylimines 2, derived from fluorinated aldehydes or ketones and benzylamine, has been made. The results reveal that, in sharp contrast to hydrocarbon analogs, fluorinated imines of 2 in triethylamine solution undergo isomerizations to give the corresponding N-benzylidene derivatives 5 (for 5/2 K > 32) in good isolated yields. The rates of the isomerizations depend on the starting imine structures and increase in the following order: aryl perfluoroalkyl ketimine 2m, per(poly)fluoroalkyl aldimine 2a,d-g, perfluoroaryl aldimine 2h, alkyl perfluoroalkyl ketimine 2i,j. The presence of chlorine or bromine atoms in the α-position to the C=N double bond of the starting imine favors a dehydrohalogenation reaction, giving rise to unsaturated products 6-9. The azomethine-azomethine isomerization was studied and proven to proceed essentially (>98%) intramolecularly with isotope exchange experiments. High chemical yields, the simplicity of the experimental procedure, and the low cost of all reagents employed make this biomimetic transamination of fluorocarbonyl compounds a practical method for preparing fluorine-containing amines of biological interest.