4-nitro-3-(trifluoromethyl)aniline

• ChemBase ID: 6980
• Molecular Formular: C7H5F3N2O2
• Molecular Mass: 206.1220096
• Monoisotopic Mass: 206.03031207
• SMILES: FC(F)(F)c1c([N+](=O)[O-])ccc(c1)N
• Canonical SMILES: Nc1ccc(c(c1)C(F)(F)F)[N+](=O)[O-]
• InChI: InChI=1S/C7H5F3N2O2/c8-7(9,10)5-3-4(11)1-2-6(5)12(13)14/h1-3H,11H2
• InChIKey: UTKUVRNVYFTEHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitro-3-(trifluoromethyl)aniline
• IUPAC Traditional name: 4-nitro-3-(trifluoromethyl)aniline
• Synonyms: 5-Amino-2-nitrobenzotrifluoride; 4-Nitro-α,α,α-trifluoro-m-toluidine; 5-Amino-2-nitrobenzotrifluoride; 4-Nitro-3-(trifluoromethyl)aniline; 4-Nitro-3-(trifluoromethyl)aniline; 5-Amino-2-nitrobenzotrifluoride 98%; 4-nitro-3-(trifluoromethyl)aniline; 4-Nitro-3-(trifluoromethyl)benzenamine; 3-Trifluoromethyl-4-nitroaniline; NSC 10323; α,α,α-Trifluoro-4-nitro-m-toluidine; FLU-1; 4-Nitro-3-(trifluoromethyl)aniline (FLU-1); 4-硝基-α,α,α-三氟间甲苯胺; 5-氨基-2-硝基三氟甲苯; 4-硝基-3-三氟甲基苯胺; 4-硝基-3-(三氟甲)苯胺

Database IDs

• CAS Number: 393-11-3
• EC Number: 206-884-6
• MDL Number: MFCD00014717
• Beilstein Number: 2650702
• PubChem SID: 24846229; 24891149; 160970287
• PubChem CID: 94955

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9621472
• LogD (pH = 7.4): 1.9621525
• Log P: 1.9621525
• Molar Refractivity: 43.0526 cm^3
• Polarizability: 14.821788 Å^3
• Polar Surface Area: 69.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 19.427467

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 125°C; 125-128°C; 125-129 °C; 125-129 °C(lit.); 126-128°C; 127-129°C; 129 - 131°C
• Hydrophobicity(logP): 2.312

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant; IRRITANT-HARMFUL
• European Hazard Symbols: X; Irritant (Xi)
• UN Number: UN2811
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 20/21/22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H311-H302-H332-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280H-P305+P351+P338-P309-P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC/NT); 95%; 98%
• Grade: purum
• Linear Formula: O2NC6H3(CF3)NH2

DETAILS

Sigma Aldrich - A68807

Packaging
5 g in glass bottle

Toronto Research Chemicals - N587400

4-Nitro-3-(trifluoromethyl)aniline is a metabolite of Flutamide (F598850) (FLU-1 or M2).

REFERENCES

• Katchen, B., et al.: J. Clin. Endocrinol. Metab., 41, 373 (1975)
• Fau, D., et al.: J. Pharmacol. Exp. Ther., 269, 954 (1975)
• Anzenbacher, P., et al.: Drug Metab. Dispos., 30, 100 (1975)
• Norlin, M., et al.: J. Lipid Res., 43, 721 (1975)