4-(trifluoromethyl)aniline

• ChemBase ID: 8814
• Molecular Formular: C7H6F3N
• Molecular Mass: 161.1244496
• Monoisotopic Mass: 161.04523386
• SMILES: FC(F)(F)c1ccc(cc1)N
• Canonical SMILES: FC(c1ccc(cc1)N)(F)F
• InChI: InChI=1S/C7H6F3N/c8-7(9,10)5-1-3-6(11)4-2-5/h1-4H,11H2
• InChIKey: ODGIMMLDVSWADK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(trifluoromethyl)aniline
• IUPAC Traditional name: P-trifluoromethylaniline
• Synonyms: 4-Aminobenzotrifluoride; 4-(Trifluoromethyl)aniline; alpha,alpha,alpha-Trifluoro-p-toluidine; 4-Aminobenzotrifluoride 97%; 4-(Trifluoromethyl)benzenamine; 4-Amino-α,α,α-benzotrifluoride; NSC 10337; p-(Trifluoromethyl)aniline; p-Amino-α,α,α-trifluorotoluene; p-Aminobenzotrifluoride; p-Trifluoromethylphenylamine; 4-(trifluoromethyl)aniline; p-AMINOBENZOTRIFLUORIDE; α,α,α-Trifluoro-p-toluidine; 4-Aminobenzotrifluoride; 4-(Trifluoromethyl)aniline; 4-三氟甲基苯胺; α,α,α-三氟对甲苯胺; 4-氨基三氟甲苯; 4-(三氟甲基)苯胺

Database IDs

• CAS Number: 455-14-1
• EC Number: 207-236-5
• MDL Number: MFCD00064396
• Beilstein Number: 1564853
• PubChem SID: 24853465; 160972121; 24846004
• PubChem CID: 9964

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.0168116
• LogD (pH = 7.4): 2.0221004
• Log P: 2.0221684
• Molar Refractivity: 36.7321 cm^3
• Polarizability: 12.660215 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Orange Oil
• Melting Point: 200 - 202°C; 3-8 °C; 3-8°C; 5-8°C; 7-9°C
• Boiling Point: 118°C/60mm; 82-84°C/12mm; 83 °C/12 mmHg(lit.); 83°C/12mm
• Flash Point: 188.6 °F; 86°C; 86°C(186°F); 87 °C
• Density: 1.283; 1.283 g/mL at 25 °C(lit.); 1.292
• Refractive Index: 1.484; 1.4840; n20/D 1.483; n20/D 1.483(lit.)
• Hydrophobicity(logP): 2.288

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: IRRITANT, TOXIC; Toxic/Irritant/Moisture Sensitive/Store under Argon
• RTECS: XU9260000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2810; UN2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 25-36-50/53; 25-36-68-50/53
• Safety Statements: 26-36/37-45-60-61; 26-45-60-61
• TSCA Listed: true; 是
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H319-H341-H400-H410-H227; H301-H319-H410
• GHS Precautionary statements: P273-P301 + P310-P305 + P351 + P338-P501; P280H-P305+P351+P338-P302+P352-P309-P310-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3

Product Information

• Purity: ≥97.0% (GC); 95%; 97%; 98%; 98+%; 99%
• Grade: technical
• Linear Formula: CF3C6H4NH2

DETAILS

MP Biomedicals - 05213391

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC1040

Precursor to 2-(4-aminophenyl)-substituted tetrahydropyrimidines & imidazolines

Sigma Aldrich - 224936

Application
Synthetic building block.1,2
Packaging
1, 10, 25 g in glass bottle

Sigma Aldrich - 07071

Caution
may become turbid on storage

Toronto Research Chemicals - T791050

4-Substituted aniline derivatives exert special hematotoxicity on the red blood cells and induce leukocytosis.

REFERENCES

• Weber, W., et al.: Pharmacol. Rev., 37, 25 (1985)
• Hein, D., et al.: Carcinogenesis, 14, 1633 (1985)
• Payton, M., et al.: Microbiology, 147, 1137 (1985)
• Mushtaq, A., et al.: J. Biol. Chem., 277, 12175 (1985)
• As with 2-(Trifluoromethyl)aniline, A15072, the CF₃ group promotes ionization of the amino group under basic conditions. Sodamide in liquid ammonia gives 4-aminobenzonitrile: Chem. Pharm. Bull., 23, 636 (1975).
• Similarly, the CF₃ group is activated towards nucleophiles. For use in the synthesis of 2-(4-aminophenyl)-substituted imidazolines and tetrahydropyrimidines, see: J. Heterocycl. Chem., 27, 803 (1990).