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393-39-5

393-39-5 Structure

393-39-5 Structure
IdentificationMore
[Name]

2-Amino-5-fluorobenzotrifluoride
[CAS]

393-39-5
[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-(Trifluoromethyl)-4-fluoroaniline
Benzenamine,4-fluoro-2-(trifluoromethyl)-
o-Toluidine, alpha,alpha,alpha,4-tetrafluoro-
2-Amino-5-fluorobenzotrifluoride, 97% (4-Fluoro-2-(trifluoromethyl)aniline)
5-Fluoro–2-Nitrotrifluoromethylbenzene
4-Fluoro-2-(Trifluoromethyl)an
2-Amino-5-fluorobenzotrifluoride 99%
2-Amino-5-fluorobenzotrifluoride99%
ALPHA,ALPHA,ALPHA,4-TETRAFLUORO-ORTHO-TOLUIDINE
ALPHA,ALPHA,ALPHA-4-TETRAFLUORO-2-TOLUIDINE
4-fluoro-1-nitro-2-(trifluoromethyl)benzene,4-fluoro-2-trifluoromethylaniline
2-Amino-5-fluorobenzotrifluoride, α,α,α,4-Tetrafluoro-o-toluidine
2-Amino-5-fluorobenzotrifluoride ,98%
[EINECS(EC#)]

206-886-7
[Molecular Formula]

C7H5F4N
[MDL Number]

MFCD00007831
[Molecular Weight]

179.11
[MOL File]

393-39-5.mol
Chemical PropertiesBack Directory
[Appearance]

clear light yellow to pale brown liquid
[Boiling point ]

70-72 °C17.5 mm Hg(lit.)
[density ]

1.38 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.464(lit.)
[Fp ]

162 °F
[storage temp. ]

0-6°C
[form ]

clear liquid
[pka]

1.52±0.10(Predicted)
[color ]

Colorless to Yellow to Orange
[Specific Gravity]

1.380
[Detection Methods]

GC,NMR
[BRN ]

2098758
[CAS DataBase Reference]

393-39-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzenamine, 4-fluoro-2-(trifluoromethyl)-(393-39-5)
[EPA Substance Registry System]

393-39-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

6.1
[HazardClass ]

IRRITANT
[HS Code ]

29039990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Amino-5-chlorobenzotrifluoride-->1-TrifluoroMethyl-1,2-benziodoxol-3(1H)-one-->Trifluoromethyl iodide-->4-Fluoroaniline-->1,2-Dichloroethane-->2'-Deoxyguanosine-->(Pentamethylcyclopentadienyl)iridium(III) chloride dimer-->Potassium carbonate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Amino-5-fluorobenzotrifluoride(393-39-5).msds
Hazard InformationBack Directory
[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.
[Synthesis]

Trifluoromethyl iodide

2314-97-8

4-Fluoroaniline

371-40-4

2-Amino-5-fluorobenzotrifluoride

393-39-5

General procedure for the synthesis of 2-amino-5-fluorobenzotrifluoride from trifluoroiodomethane and 4-fluoroaniline: a 25 mL Schlenk tube was filled with a magnetic stirring bar, and 4-fluoroaniline (1.2 mmol, 3.0 eq.) or heterocyclic amine (0.8 mmol, 2.0 eq.), potassium carbonate (K2CO3, 0.8 mmol, 2.0 eq.) and fac- Ir(ppy)3 (2.6 mg, 0.004 mmol, 1 mol%). The reaction vessel was evacuated and displaced three times with argon (Ar), then trifluoroiodomethane (CF3I) stock solution (0.56 mL, 0.71 mmol/mL in 1,2-dichloroethane or 0.36 mL, 1.11 mmol/mL, 1.0 equiv in DMSO) and anhydrous 1,2-dichloroethane (3 mL) were added. The cap of the tube was screwed on tightly and the reaction was stirred for 24 h at room temperature under the illumination of a blue LED (12 W). Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and washed with ethyl acetate (3 x 5 mL). The filtrate was concentrated and the residue was purified by silica gel column chromatography to afford the target product 2-amino-5-fluorobenzotrifluoride.

[References]

[1] Tetrahedron Letters, 2017, vol. 58, # 41, p. 3939 - 3941
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-5-fluorobenzotrifluoride(393-39-5)MS
2-Amino-5-fluorobenzotrifluoride(393-39-5)1HNMR
2-Amino-5-fluorobenzotrifluoride(393-39-5)13CNMR
2-Amino-5-fluorobenzotrifluoride(393-39-5)IR1
2-Amino-5-fluorobenzotrifluoride(393-39-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

4-Fluoro-2-(trifluoromethyl)aniline, 97%(393-39-5)
[Sigma Aldrich]

393-39-5(sigmaaldrich)
[TCI AMERICA]

2-Amino-5-fluorobenzotrifluoride,>90.0%(GC)(393-39-5)
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