294175-07-8

Usage

Uses

Used in Pharmaceutical Industry:
4-(1-Amino-2,2,2-trifluoro-ethyl)-phenol is used as a precursor in the synthesis of pharmaceutical agents, leveraging its unique chemical structure to contribute to the development of new medications.
Used in Cosmetic Industry:
In the cosmetic industry, 4-(1-Amino-2,2,2-trifluoro-ethyl)-phenol is utilized for its antioxidant properties, which can help in preserving the shelf life and efficacy of cosmetic products, as well as for its anti-inflammatory benefits that may contribute to skin health and soothing formulations.
Used in Organic Chemistry:
4-(1-Amino-2,2,2-trifluoro-ethyl)-phenol serves as a reagent in various organic chemistry reactions, facilitating the synthesis of complex organic molecules and contributing to the advancement of chemical research and development.
Safety Precautions:
Given its potentially hazardous nature, 4-(1-Amino-2,2,2-trifluoro-ethyl)-phenol requires careful handling and storage to ensure the safety of individuals and the environment. Proper protective equipment and adherence to safety protocols are essential when working with this chemical compound.

InChI:InChI=1/C8H8F3NO/c9-8(10,11)7(12)5-1-3-6(13)4-2-5/h1-4,7,13H,12H2

Upstream product

• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 108-95-2 phenol 
• 67-56-1 methanol 
• 294175-02-3 4-[1-(benzhydrylamino)-2,2,2-trifluoroethyl]phenol 

Relevant academic research and scientific papers

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.

Convenient synthesis of α-trifluoromethyl amines via aminofluoroalkylation of arenes with N-trimethylsilyl α-trifluoroacetaldehyde hemiaminal

Aminofluoroalkylation of various heteroarenes or substituted benzenes with the N-trimethylsilyl hemiaminals, prepared from 1,1,1,3,3,3-hexamethyldisilazane and gaseous trifluoroacetaldehyde, smoothly underwent at room temperature in the presence of a Lewis acid. [(1-Aryl-2,2,2-trifluoro)ethyl]amines or bis[(1-aryl-2,2,2-trifluoro)ethyl]amines were afforded in moderate to high yields.

Friedel-Crafts reaction of N-alkyl trifluoroacetaldehyde imine: Facile synthesis of 1-aryl-2,2,2-trifluoroethylamines

N-Alkyl trifluoroacetaldehyde imines 1a,b (R: a, benzyl; b, diphenylmethyl), prepared from trifluoroacetaldehyde ethyl hemiacetal (TFAE) and primaryl amines, readily reacted with electron-rich heteroarenes, N,N- dimethylaniline and phenols in the presence of BF3. Product analysis showed moderate to high yields of N-alkyl-1-aryl-2,2,2-trifluoroethylamines 2-7. Hydrolysis of representative N-diphenylmethyl amines 5b and 7b, respectively yielded the 1-aryl-2,2,2-trifluoroethylamines 10 and 11.