2-nitro-3-(trifluoromethyl)aniline

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2-nitro-3-(trifluoromethyl)aniline Basic information
Product Name:2-nitro-3-(trifluoromethyl)aniline
Synonyms:2-nitro-3-(trifluoromethyl)aniline;2-Nitro-3-(trifluoromethyl)benzenamine;2-nitro-3-amino trifluorotolue;(2-Nitro-3-trifluoroMethylphenyl)aMine;2-nitro-3-aMino trifluorotoluene;3-Trifluoromethyl-2-nitroaniline;NSC 10269;3-Amino-2-nitrobenzotrifluoride
CAS:386-71-0
MF:C7H5F3N2O2
MW:206.12
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Mol File:386-71-0.mol
2-nitro-3-(trifluoromethyl)aniline Structure
2-nitro-3-(trifluoromethyl)aniline Chemical Properties
Melting point 64 °C
Boiling point 287.2±40.0 °C(Predicted)
density 1.503±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form crystalline powder
pka-1.45±0.10(Predicted)
color Golden yellow to faint orange (hint of green)
Safety Information
HS Code 2921420090
MSDS Information
2-nitro-3-(trifluoromethyl)aniline Usage And Synthesis
Synthesis
N-(2-nitro-3-(trifluoroMethyl)phenyl)acetaMide

387-19-9

2-nitro-3-(trifluoromethyl)aniline

386-71-0

Step 3: Synthesis of 2-nitro-3-(trifluoromethyl)aniline; N-(2-nitro-3-(trifluoromethyl)phenyl)acetamide (0.9 g, 3.6 mmol) was dissolved in ethanol (23 mL), followed by addition of 20% aqueous sodium hydroxide solution (4.5 mL). The reaction mixture was heated to reflux for 1 hour. Upon completion of the reaction, it was cooled to room temperature and the solvent was removed by evaporation. The residue was diluted with water (50 mL) and extracted with ethyl acetate (2 x 25 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated to dryness to give 2-nitro-3-(trifluoromethyl)aniline as a yellow solid (0.67 g, 95.54% yield).1H NMR (300 MHz, DMSO-d6): δ (ppm) = 7.4-7.3 (m, 1H), 7.3 (d, J = 12Hz, 1H), 7.4-6.8 (m, 1H), 5.00 (pp. 1H), 5.00 (bs, 2H).

References[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 2, p. 526 - 530
[2] Patent: WO2010/115736, 2010, A2. Location in patent: Page/Page column 101
[3] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 190
[4] Bulletin de la Classe des Sciences, Academie Royale de Belgique, 1927, vol. <5> 13, p. 349
[5] Chem. Zentralbl., 1927, vol. 98, # II, p. 1817
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