574731-05-8

Basic information

• Product Name: N-Methyl-1-[4-(trifluoromethyl)phenyl]ethylamine
• Synonyms: alpha,N-Dimethyl-4-(trifluoromethyl)benzylamine;N-Methyl-1-[4-(trifluoromethyl)phenyl]ethylamine
• CAS NO: 574731-05-8
• Molecular Formula: C10H12F3N
• Molecular Weight: 203.2041896
• Mol File: 574731-05-8.mol

Chemical Properties

• Boiling Point: 201.5±35.0 °C(Predicted)
• Appearance: /
• Density: 1.117±0.06 g/cm3(Predicted)
• PKA: 8.96±0.10(Predicted)
• CAS DataBase Reference: N-Methyl-1-[4-(trifluoromethyl)phenyl]ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-1-[4-(trifluoromethyl)phenyl]ethylamine(574731-05-8)
• EPA Substance Registry System: N-Methyl-1-[4-(trifluoromethyl)phenyl]ethylamine(574731-05-8)

Safety Data

• Hazardous Substances Data: 574731-05-8(Hazardous Substances Data)

Usage

Uses

Given the provided materials, there are no listed applications for N-Methyl-1-[4-(trifluoromethyl)phenyl]ethylamine (4-MTA) in any industry, primarily due to its classification as a controlled substance and the associated health risks. The substance is not approved for medical use and is illegal to manufacture, distribute, or possess in many jurisdictions, which precludes any legitimate applications from being described based on the information provided.

Upstream product

• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 74-89-5 methylamine 
• 672906-92-2 C₁₈H₂₀F₃N 

Relevant articles and documents

Direct Asymmetric Hydrogenation of N-Methyl and N-Alkyl Imines with an Ir(III)H Catalyst

A novel cationic [IrH(THF)(P,N)(imine)] [BArF] catalyst containing a P-stereogenic MaxPHOX ligand is described for the direct asymmetric hydrogenation of N-methyl and N-alkyl imines. This is the first catalytic system to attain high enantioselectivity (up to 94% ee) in this type of transformation. The labile tetrahydrofuran ligand allows for effective activation and reactivity, even at low temperatures. Density functional theory calculations allowed the rationalization of the stereochemical course of the reaction.

A Copper-Catalyzed Aerobic [1,3]-Nitrogen Shift through Nitrogen-Radical 4-exo-trig Cyclization

A novel radical [1,3]-nitrogen shift catalyzed by copper diacetate under an oxygen atmosphere (1 atm) has been developed for the construction of a diverse range of indole derivatives from α,α-disubstituted benzylamine. In this reaction, oxygen was used as a clean terminal oxidant, and water was produced as the only by-product. Five inert bonds were cleaved, and two C?N bonds and one C?C double bond were constructed in one pot during this transformation. This unique method demonstrated broad application protential for the late-stage modification of biologically active natural products and drugs. Mechanistic investigations indicate that a unique 4-exo-trig cyclization of an aminyl radical onto a phenyl ring is involved in the catalytic cycle.

Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines

A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O has been developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method tolerates a large variety of alkyl amines, thus illustrating potential for a general reductive cross-coupling of ketones with diverse amines, and it was applied in the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline. A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O was developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method was successfully applied to the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline.

OPTICALLY ACTIVE 1-(FLUORO-,TRIFLUOROMETHYL-OR TRIFLUOROMETHOXY-SUBSTITUTED PHENYL)ALKYLAMINE N-MONOALKYL DERIVATIVES AND PROCESS FOR PRODUCING SAME

An optically active 1-(fluoro-, trifluoromethyl- or trifluoromethoxy-substituted phenyl)alkylamine N-monoalkyl derivative represented by the formula [4] is produced by a process including (a) reacting an optically active secondary amine, represented by th