13652-09-0

Basic information

• Product Name: 2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE HCL
• Synonyms: 2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE HCL;2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE HYDROCHLORIDE;2,2,2-Trifluoro-1-phenylethanaMine HCl;BenzeneMethanaMine, a-(trifluoroMethyl)-, hydrochloride;2,2,2-Trifluoro-1-phenylethanaMine hydrochloride
• CAS NO: 13652-09-0
• Molecular Formula: C₈H₈F₃N*ClH
• Molecular Weight: 211.61
• Mol File: 13652-09-0.mol

Chemical Properties

• Melting Point: 180 °C (sublm)
• Boiling Point: 237.7 °C at 760 mmHg
• Flash Point: 97.6 °C
• Appearance: /
• Vapor Pressure: 0.0356mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE HCL(13652-09-0)
• EPA Substance Registry System: 2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE HCL(13652-09-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 13652-09-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry Research:
2,2,2-Trifluoro-1-phenyl-ethylamine HCl is used as a research compound for its unique properties in organic chemistry, facilitating the study of chemical reactions and fluorescence.
Used in Fluorescence Studies:
In the field of fluorescence, 2,2,2-Trifluoro-1-phenyl-ethylamine HCl is used as a fluorescent agent, contributing to the understanding of light emission processes and the development of new fluorescent materials.
Used in Chemical Reactions:
2,2,2-Trifluoro-1-phenyl-ethylamine HCl is employed as a reactant in various chemical reactions, taking advantage of its reactivity and the influence of its fluorine and phenyl groups on the reaction outcomes.
Used in Professional Environments:
Due to its high reactivity and potential hazards, 2,2,2-Trifluoro-1-phenyl-ethylamine HCl is used in professional environments where safety measures and expertise are in place to handle its properties and potential risks.

InChI:InChI=1/C8H8F3N.ClH/c9-8(10,11)7(12)6-4-2-1-3-5-6;/h1-5,7H,12H2;1H

Upstream product

• 128404-36-4 [1-Phenyl-eth-(E)-ylidene]-(2,2,2-trifluoro-1-phenyl-ethyl)-amine 
• 119561-20-5 N-benzylidene(1-phenyl-2,2,2-trifluoroethyl)amine 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 119561-19-2 N-(1-phenyl-2,2,2-trifluoroisopropylidene)benzylamine 
• 62197-91-5 N-(1-phenylethyl)-2,2,2-trifluoro-1-phenylethan-1-imine 

Downstream Products

• 51586-24-4 1-amino-2,2,2-trifluoro-1-phenylethane 

Relevant articles and documents

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.

Thermal 1,3-proton shift reaction and its application for operationally convenient and improved synthesis of α-(trifluoromethyl)benzylamine

This paper describes a synthesis of α-(trifluoromethyl)benzylamine via a novel base-free biomimetic reductive amination of α,α,α-trifluoroacetophenone with benzylamine. When the corresponding imine, derived from α,α,α-trifluoroacetophenone and benzylamine

Synthesis of alpha fluoroalkyl amines

This invention describes the reaction of an alpha fluoroalkyl ketone with a bis(trialkylsilyl)amide to give a stable N-trialkylsilyl imine. Treatment of the N-trialkylsilyl imine with an alcohol leads to solvolysis of the trialkylsilyl group and yields a

Unprecedented catalytic asymmetric reduction of N-H imines

(Chemical Equation Presented) Addition of lithium bis(trimethylsilyl)amide to perfluorinated ketones 1a-j affords (E)-N-TMS-ketimines 2a-j that are reduced in situ to afford racemic perfluoromethylated amine hydrochloride salts 3a-j in 54-97% yields. Solv

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.

A practical route to fluoroalkyl- and fluoroarylamines by base-catalyzed [1,3]-proton shift reaction

The base-catalyzed [1,3]-proton shift reaction is shown to be an efficient general approach to fluoroalkyl and fluoroaryl amines starting from appropriate carbonyl compounds and benzylamine.

AZOMETHINE-AZOMETHINE ISOMERIZATION IN THE SERIES OF FLUORINE-CONTAINING N-BENZYLIMINES

The reaction of N-benzyltriphenylphosphine imide with fluorine-containing carbonyl compounds leads to the corresponding N-benzylimines.The latter readily isomerize under the influence of bases to N-benzylidene derivatives.