2-(trifluoromethyl)aniline

• ChemBase ID: 93666
• Molecular Formular: C7H6F3N
• Molecular Mass: 161.1244496
• Monoisotopic Mass: 161.04523386
• SMILES: FC(c1c(cccc1)N)(F)F
• Canonical SMILES: Nc1ccccc1C(F)(F)F
• InChI: InChI=1S/C7H6F3N/c8-7(9,10)5-3-1-2-4-6(5)11/h1-4H,11H2
• InChIKey: VBLXCTYLWZJBKA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(trifluoromethyl)aniline
• IUPAC Traditional name: 2-(trifluoromethyl)aniline
• Synonyms: 2-(Trifluoromethyl)aniline; alpha,alpha,alpha-Trifluoro-o-toluidine; 2-Aminobenzotrifluoride 97%; 2-Trifluoromethylaniline; 2-(trifluoromethyl)aniline; o-AMINOBENZOTRIFLUORIDE; α,α,α-Trifluoro-o-toluidine; 2-Aminobenzotrifluoride; 2-(Trifluoromethyl)aniline; α,α,α-三氟邻甲苯胺; 2-氨基三氟甲苯; 2-(三氟甲基)苯胺

Database IDs

• CAS Number: 88-17-5
• EC Number: 201-806-7
• MDL Number: MFCD00007718
• Beilstein Number: 879494
• PubChem SID: 24890832; 162080351; 24845816
• PubChem CID: 6922

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.0219247
• LogD (pH = 7.4): 2.0221653
• Log P: 2.0221684
• Molar Refractivity: 36.7321 cm^3
• Polarizability: 12.661098 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -30--28 °C; 34 °C(lit.); -34°C; -35 to -33°C
• Boiling Point: 170-173 °C(lit.); 65-67°C/15mm; 67-68°C/15mm; 68 °C/15 mmHg(lit.)
• Flash Point: 131 °F; 55 °C; 65°C; 65°C(149°F)
• Density: 1.282; 1.282 g/mL at 25 °C(lit.); 1.295
• Refractive Index: 1.48; 1.4800; n20/D 1.481; n20/D 1.481(lit.)

Safety Information

• Storage Warning: Toxic/Harmful/Irritant/Corrosive/Light Sensitive/Keep Cold/Store under Argon
• European Hazard Symbols: Nature polluting (N); Toxic (T); X; Irritant (Xi)
• UN Number: 2942; UN2942
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 10-23/24/25-33; 22-33-37/38-41-51/53; R:36/37/38
• Safety Statements: 26-36/37/39-61; 36/37/39-45; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H301-H311-H331-H373; H318-H315-H373-H302-H335-H227-H401-H411
• GHS Precautionary statements: P261-P280-P301 + P310-P311; P280-P273-P305+P351+P338-P337+P313
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2942 6.1/PG 3

Product Information

• Purity: ≥95.0% (GC); 97%; 98%; 99%
• Grade: purum
• Linear Formula: CF3C6H4NH2

DETAILS

MP Biomedicals - 05207456

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC1020

Useful intermediate for synthesis of quinoline derivatives and other heterocycles. J. Org. Chem., 1994, 59, 5886

Sigma Aldrich - A41607

Packaging
5, 100, 500 g in glass bottle

REFERENCES

• The CF₃ group promotes ionization of the amino group under basic conditions which also make the CF₃ unusually reactive towards nucleophiles. Many examples have been reported by L. Strekowski et al in which various heterocyclic systems have been synthesized. See, e.g.: J. Org. Chem., 59, 5886 (1994); Tetrahedron Lett., 35,7597 (1994) and refs therein: