57946-61-9

Basic information

• Product Name: 4-(2,2,2-TRIFLUOROETHOXY)ANILINE
• Synonyms: 4-Amino-beta,beta,beta-trifluorophenetole;4-(2,2,2-Trifluoroethoxy)aniline97%;Benzenamine, 4-(2,2,2-trifluoroethoxy)-
• CAS NO: 57946-61-9
• Molecular Formula: C₈H₈F₃NO
• Molecular Weight: 191.15
• Mol File: 57946-61-9.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 227.3 °C at 760 mmHg
• Flash Point: 91.3 °C
• Appearance: /
• Density: 1.286 g/cm³
• Vapor Pressure: 0.0782mmHg at 25°C
• Refractive Index: 1.48
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(2,2,2-TRIFLUOROETHOXY)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,2,2-TRIFLUOROETHOXY)ANILINE(57946-61-9)
• EPA Substance Registry System: 4-(2,2,2-TRIFLUOROETHOXY)ANILINE(57946-61-9)

Safety Data

• Hazardous Substances Data: 57946-61-9(Hazardous Substances Data)

Usage

General Description

4-(2,2,2-Trifluoroethoxy)aniline is a chemical compound with the molecular formula C8H8F3NO. It is a derivative of aniline, with a trifluoroethoxy group attached to the nitrogen atom. 4-(2,2,2-Trifluoroethoxy)aniline is used in organic synthesis and pharmaceutical research for the production of various drugs and agrochemicals. It is also utilized in the manufacture of dyes, pigments, and other organic compounds. 4-(2,2,2-Trifluoroethoxy)aniline is considered to be a potentially hazardous substance, and appropriate safety precautions should be taken when handling and storing this compound.

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

Upstream product

• 62149-35-3 1-(2,2,2-trifluoroethoxy)-4-nitrobenzene 
• 83190-03-8 2-chloro-4-nitro-1-(2,2,2-trifluoroethoxy)benzene 
• 100-00-5 4-chlorobenzonitrile 
• 100-02-7 4-nitro-phenol 
• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 25236-64-0 2,2,2-trifluoroethyl methanesulfonate 
• 7439-89-6 iron 

Downstream Products

• 106854-77-7 1-bromo-4-(2,2,2-trifluoro-ethoxy)benzene 
• 175691-02-8 4-(2,2,2-trifluoroethoxy)phenylhydrazine 
• 1026507-62-9 C₉H₁₀F₃N₃O₂ 
• 135016-33-0 2-Ethyl-6-(2,2,2-trifluoroethoxy)-4-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]quinoline hydrochloride 
• 622386-15-6 1-(methylsulfonyl)-4-[4-(2,2,2-trifluoroethoxy)phenyl]piperazine 
• 1005490-31-2 C₁₄H₁₂F₃N₃O₂ 
• 1191255-66-9 C₂₂H₂₅F₃N₄O₅ 
• 1236764-32-1 1-isothiocyanato-4-(2,2,2-trifluoroethoxy)benzene 
• 1236764-56-9 2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-1,2,3,5-tetrahydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 1236764-74-1 6-methyl-2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-1,2,3,5-tetrahydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 1236764-82-1 7-methyl-2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-1,2,3,5-tetrahydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 1236764-81-0 7-ethyl-2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-1,2,3,5-tetrahydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 1236764-80-9 ethyl 4-cyclopropyl-3-({[4-(2,2,2-trifluoroethoxy)phenyl]carbamothioyl}amino)-1H-pyrrol-2-carboxylate 
• 1236764-86-5 2-thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 

Relevant articles and documents

Catalytic hydrogenation and reduction of 4-(2,2,2-trifluoroethoxy)nitrobenzene

4-(2,2,2-Trifluoroethoxy)nitrobenzene was used as raw material to create a reaction for 1 h at 70°C by using ethanol and palladium carbon as solvent and catalyst, respectively, to obtain the desired product 4-(2,2,2-trifluoroethoxy)aniline with 97% yield and 99.9% purity. NMR, IR, MS, GC and other analysis and detection methods were used to conduct qualitative and quantitative analyses of the desired product. This paper discussed the process conditions of hydrogenation and reduction reaction and mainly investigated the impact of dosage and recycling of catalyst.

6-Amino[1,2,5]oxadiazolo[3,4- b]pyrazin-5-ol Derivatives as Efficacious Mitochondrial Uncouplers in STAM Mouse Model of Nonalcoholic Steatohepatitis

Small molecule mitochondrial uncouplers have recently garnered great interest for their potential in treating nonalcoholic steatohepatitis (NASH). In this study, we report the structure-activity relationship profiling of a 6-amino[1,2,5]oxadiazolo[3,4-b]pyrazin-5-ol core, which utilizes the hydroxy moiety as the proton transporter across the mitochondrial inner membrane. We demonstrate that a wide array of substituents is tolerated with this novel scaffold that increased cellular metabolic rates in vitro using changes in oxygen consumption rate as a readout. In particular, compound SHS4121705 (12i) displayed an EC50 of 4.3 μM in L6 myoblast cells and excellent oral bioavailability and liver exposure in mice. In the STAM mouse model of NASH, administration of 12i at 25 mg kg-1 day-1 lowered liver triglyceride levels and improved liver markers such as alanine aminotransferase, NAFLD activity score, and fibrosis. Importantly, no changes in body temperature or food intake were observed. As potential treatment of NASH, mitochondrial uncouplers show promise for future development.

Fuorinated hydrogen bonding liquid crystals based on Schiff base

Two new Schiff base compounds, tailed by the fluoroalkoxy, were synthesized in a three-step process. Those supramolecular structures constructed by hydrogen bonding show good liquid crystal properties with higher clear points and wider mesomorphic phase ranges than other analogs containing a terminal alkoxy chain. Investigation of the optical textures by polarizing microscopy reveals that terminal fiuorinated substituents convert the nematic phase of supramolecular hydrogen-bonding complexes with terminal alkoxy chains into the smectic A phase of those with terminal fluoroalkoxy chains.