179996-42-0

Basic information

• Product Name: 2,2,2-TRIFLUORO-1-(4-METHOXY-PHENYL)-ETHYLAMINE
• Synonyms: 2,2,2-TRIFLUORO-1-(4-METHOXY-PHENYL)-ETHYLAMINE;Benzenemethanamine, 4-methoxy-.alpha.-(trifluoromethyl)-;BenzeneMethanaMine, 4-Methoxy-a-(trifluoroMethyl)-
• CAS NO: 179996-42-0
• Molecular Formula: C9H10F3NO
• Molecular Weight: 205.18
• Mol File: 179996-42-0.mol

Chemical Properties

• Boiling Point: 252.3°C at 760 mmHg
• Flash Point: 106.4°C
• Appearance: /
• Density: 1.228g/cm³
• Vapor Pressure: 0.0195mmHg at 25°C
• Refractive Index: 1.468
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2,2,2-TRIFLUORO-1-(4-METHOXY-PHENYL)-ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-TRIFLUORO-1-(4-METHOXY-PHENYL)-ETHYLAMINE(179996-42-0)
• EPA Substance Registry System: 2,2,2-TRIFLUORO-1-(4-METHOXY-PHENYL)-ETHYLAMINE(179996-42-0)

Safety Data

• Hazardous Substances Data: 179996-42-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,2,2-Trifluoro-1-(4-methoxy-phenyl)-ethylamine is utilized as a building block in the synthesis of biologically active molecules, particularly those targeting psychiatric and neurological disorders. Its unique structure allows for the development of potential therapeutic agents that can address these conditions more effectively.
Used in Materials Science:
In the field of materials science, 2,2,2-Trifluoro-1-(4-methoxy-phenyl)-ethylamine may have potential applications in the development of new functionalized polymers and supramolecular materials. Its distinct chemical properties make it a promising candidate for creating innovative materials with specific functionalities and improved performance characteristics.

InChI:InChI=1/C9H10F3NO/c1-14-7-4-2-6(3-5-7)8(13)9(10,11)12/h2-5,8H,13H2,1H3

Upstream product

• 711-38-6 4'-methoxy-2,2,2-trifluoroacetophenone 
• 511522-48-8 benzhydryl-[2,2,2-trifluoro-1-(4-methoxy-phenyl)-ethyl]-amine 

Relevant articles and documents

Silver-catalyzed formal [3+2]-cycloaddition of α-trifluoromethylated methyl isocyanides: a facile stereoselective synthesis of CF3-substituted heterocycles

An Ag-catalyzed formal [3+2]-cycloaddition of α-trifluoromethylated methyl isocyanides with polar double bonds has been developed for the facile access to trifluoromethylated oxazolines, imidazolines and pyrrolines under mild conditions. The practicality of this chemistry is demonstrated by the gram-scale synthesis of oxazolines with excellent yields and facile transformations of the formed oxazolines to trifluoromethylated β-amino alcohols in quantitative yields.

BF3-promoted aromatic substitution of N-alkyl α-trifluoromethylated imine: Facile synthesis of 1-aryl-2,2,2-trifluoroethylamines

The aromatic substitution of three representative N-alkyl trifluoromethyl imines 1a-c (R: a, benzyl; b, benzhydryl; c, methyl), obtained from primary alkyl amines and trifluoroacetaldehyde ethyl hemiacetal, was used to investigate the preparation of 1-aryl-2,2,2-trifluoroethylamines. In the presence of BF3·OEt2, the reaction of imine 1 with various aromatic compounds proceeded smoothly at room temperature, giving N-alkyl-1-aryl-2,2,2-trifluoroethylamines in moderate-to-high yields. Moreover, successful regioselective removal of N-benzyl and N-benzhydryl groups was achieved by hydrolysis in hydrochloric acid or by palladium-catalyzed hydrogenolysis.

Mechanisms of decomposition of (Z)-2,2,2-trifluoro-1-arylethanediazoates in aqueous media

A study of the kinetics of decay of three (Z)-2,2,2-trifluoro-1-arylethanediazoates at 25°C in aqueous media, 4% 2-propanol by volume, ionic strength 1 M (NaClO4) in the pH range 4-13, as well as the results of experiments to detect deuterium incorporation into products from solvent is reported. It is concluded in the case of the unsubstituted compound that the buffer-independent reaction involves rate-limiting heterolytic bond fission of the diazoic acid to yield a diazonium ion intermediate, and a similar mechanism is indicated for the other two compounds. General acid catalysis of the decay of the diazoic acids at pH 7 is observed, and it is concluded that the reaction involves rate-limiting N-O bond cleavage of the diazoic acid that is concerted with protonation of the leaving hydroxide ion by the catalyst.