393-39-5

Basic information

• Product Name: 2-Amino-5-fluorobenzotrifluoride
• Synonyms: 2-AMINO-5-FLUOROBENZOTRIFLUORIDE;4-FLUORO-2-(TRIFLUOROMETHYL)ANILINE;4-fluoro-2-(trifluoromethyl)benzenamine;5-FLUORO-2-AMINOBENZOTRIFLUORIDE;ALPHA,ALPHA,ALPHA,4-TETRAFLUORO-O-TOLUIDINE;2-Amino-5-fluorobenzotrifluoride, 97% (4-Fluoro-2-(trifluoromethyl)aniline);5-Fluoro–2-Nitrotrifluoromethylbenzene;4-Fluoro-2-(Trifluoromethyl)an
• CAS NO: 393-39-5
• Molecular Formula: C₇H₅F₄N
• Molecular Weight: 179.11
• EINECS: 206-886-7
• Product Categories: Trifluoromethylbenzene serise;Anilines, Aromatic Amines and Nitro Compounds;Aniline;Miscellaneous
• Mol File: 393-39-5.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 70-72 °C17.5 mm Hg(lit.)
• Flash Point: 162 °F
• Appearance: clear light yellow to pale brown liquid
• Density: 1.38 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.117mmHg at 25°C
• Refractive Index: n20/D 1.464(lit.)
• Storage Temp.: 0-6°C
• PKA: 1.52±0.10(Predicted)
• BRN: 2098758
• CAS DataBase Reference: 2-Amino-5-fluorobenzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-fluorobenzotrifluoride(393-39-5)
• EPA Substance Registry System: 2-Amino-5-fluorobenzotrifluoride(393-39-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 393-39-5(Hazardous Substances Data)

Usage

Chemical Properties

clear light yellow to pale brown liquid

Uses

4-Fluoro-2-(trifluoromethyl)aniline was used in the preparation of 2-[4-(3-bromophenyl)-7-chloro-6-methyl-2-oxo-2H-chromen-3-yl]-N-[4-fluoro-2-(trifluoro-methyl)phenyl]acetamide.

InChI:InChI=1/C12H7F15O2/c1-4(2)5(28)29-3-6(13,14)7(15,16)8(17,18)9(19,20)10(21,22)11(23,24)12(25,26)27/h1,3H2,2H3

Upstream product

• 401-80-9 3-fluoro-trifluoromethylbenzene 
• 1548-68-1 1-azido-2-(trifluoromethyl)benzene 
• 393-23-7 N-(4-fluoro-2-(trifluoromethyl)phenyl)acetamide 
• 75-63-8 Bromotrifluoromethane 
• 371-40-4 4-fluoroaniline 
• 2926-29-6 Langlois reagent 
• 849737-03-7 2,2'-bistrifluoromethyl-4.4'-difluoroazobenzene 
• 384-22-5 2-nitrobenzotrifluoride 
• 393-09-9 4-fluoro-1-nitro-2-trifluoromethyl-benzene 
• 887144-94-7 Togni's reagent II 
• 2314-97-8 iodotrifluoromethane 

Downstream Products

• 68904-83-6 C₁₈H₁₇F₈N₂PS₂ 
• 58140-18-4 C₁₆H₇F₈N₅ 
• 130046-18-3 2-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]-acetic acid methyl ester 
• 391687-64-2 2-[4-(3-bromophenyl)-7-chloro-6-methyl-2-oxo-2H-chromen-3-yl]-N-[4-fluoro-2-(trifluoromethyl)phenyl]acetamide 
• 566945-90-2 2-{4-(3-bromophenyl)-7-chloro-2-oxo-6-[(4-phenylpiperazin-1-yl)methyl]-2H-chromen-3-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]acetamide 
• 566945-91-3 [4-(3-Bromophenyl)-7-chloro-3-(2-{[4-fluoro-2-(trifluoromethyl)phenyl]amino}-2-oxoethyl)-2-oxo-2H-chromen-6-yl]methyl acetate 
• 147218-03-9 4-fluoro-2-(trilfuoromethyl)-N-<1-<3-(trifluoromethyl)phenyl>ethylidene>aniline 
• 68923-31-9 C₁₅H₁₁F₈N₂PS₂ 
• 68904-82-5 C₁₆H₁₃F₈N₂PS₂ 
• 1610967-64-0 4-fluoro-2-(trifluoromethyl)phenylazide 
• 1557243-25-0 (1S,3S)-N-[4-fluoro-2-(trifluoromethyl)phenyl]-2,2-dimethyl-3-phenylcyclopropanecarboxamide 
• 1557243-13-6 (1R,3R)-N-[4-fluoro-2-(trifluoromethyl)phenyl]-2,2-dimethyl-3-phenylcyclopropanecarboxamide 
• 1557240-70-6 4-[(1S,3S)-3-({[4-fluoro-2-(trifluoromethyl)phenyl]amino}methyl)-2,2-dimethylcyclopropyl]benzenesulfonamide 
• 1557240-64-8 4-[(1R,3R)-3-({[4-fluoro2-(trifluoromethyl)phenyl]amino}methyl)-2,2-dimethylcyclopropyl]benzenesulfonamide 

Relevant articles and documents

4 - Fluorine substituted aryl amine compound and synthesis method thereof

The invention discloses a synthesis method of 4 -fluorine substituted aryl amine compound, which comprises the following steps: 1) taking acyl-protected phenylhydroxylamine as a substrate, and generating 4 -fluorine substituted aniline compound under basic conditions by taking sulfonyl fluoride as a fluorine source in a polar solvent. 2) The deprotection is carried out under dilute acid conditions or Pd by catalytic hydrogenation to give the 4 - fluorine-substituted aryl amine compound. 4 - Fluorine substituted aniline compounds which are synthesized by the invention greatly increase the lipophilic property due to the introduction of fluorine atoms, and can be widely applied to preparation of fluorine-containing drugs and pesticide and dye intermediates. , The adopted raw materials are industrial products, are cheap and easily available, and are commercially available. 4 - Fluoroaryl aniline prepared by the method is high in yield, and the product with the purity 90% can be obtained in a yield of more than ≥ 99%. The method is simple to operate and low in cost, is very suitable for industrialization, and can be widely popularized and used.

Transition metal-free direct C–H trifluoromethyltion of (hetero)arenes with Togni's reagent

A new transition-metal-free direct C–H trifluoromethylation reaction of (hetero)arenes with Togni's reagent was developed. This transformation proceeded smoothly under mild conditions and exhibited good tolerance of many synthetically relevant functional groups. It provided an alternative approach for the synthesis of trifluoromethylated (hetero)arenes.

Nickel-Catalyzed Direct C-H Trifluoromethylation of Free Anilines with Togni's Reagent

An efficient nickel-catalyzed C-H trifluoromethylation for the synthesis of trifluoromethylated free anilines using Togni's reagent has been developed. This approach exhibits a good functional group tolerance, good regioselectivity, and chemoselectivity under mild conditions. The newly developed economical one-step method is a better alternative to synthesize trifluoromethylated free anilines.