4-Trifluoromethylthio aniline is an aromatic amine bearing a strongly electron-withdrawing trifluoromethylthio group para to the amino function. The compound is air- and light-stable, freely soluble in common organic solvents (ethanol, ethyl acetate, dichloromethane) and sparingly soluble in cold water. Commercial material is supplied ≥99 % pure.
Key physicochemical data:
Melting point: 68–70 °C
Boiling point: 230–232 °C / 760 mmHg
Density: 1.35 g cm⁻³ (25 °C, solid)
pKa (anilinium): ~2.8 (strongly acidified by SCF₃)
Flash point: 95 °C (closed cup)
Log P (octanol/water): 3.0 (predicted)
Typical uses:
Versatile building block for trifluoromethylthio-arenes via diazotisation, acylation or cross-coupling protocols.
Precursor for agro-chemicals, UV-absorbers and pharmaceutical intermediates containing the SCF₃ pharmacophore.
Model substrate for mechanistic studies on highly fluorinated thio-anilines and radical SCF₃ transfer.
Quality specification (commercial grade):
Purity (GC): ≥99 %
Water content (KF): ≤0.2 %
Free aniline: ≤0.1 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard statement:
Causes skin and eye irritation (H315 + H319). Harmful if swallowed (R22). Avoid inhalation of dust/vapour; use gloves, goggles and adequate ventilation. Store under nitrogen with desiccant. SDS available on request.
