4-Amino-4'-chloro diphenyl sulfide is an aromatic amino-thioether in which an amino group is located para to the sulfur bridge on one ring and a chlorine atom is situated para to the sulfur on the opposite ring. The compound is air-stable, freely soluble in dichloromethane, ethyl acetate and hot ethanol, and practically insoluble in water. Commercial material is supplied ≥98 % pure.
Key physicochemical data:
Melting point: 128–130 °C (lit.)
Predicted boiling point: 385 °C at 760 mmHg
Density: 1.35 g cm⁻³ (20 °C, solid)
pKa (anilinium): ~3.5
Flash point: >200 °C
Log P (octanol/water): 4.2 (predicted)
Typical uses:
Central intermediate for chloro-benzothiazine-1,1-dioxide COX-2 inhibitors after oxidation of the sulfur to sulfone.
Building block for chloro-diaryl-sulfone pharmaceutical impurities and agro-chemical standards.
Internal standard for GC-MS quantitative analysis of amino-chloro-thioether residues.
Quality specification (commercial grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard statement:
Causes skin and eye irritation (H315 + H319). May cause respiratory irritation (H335). Avoid inhalation of dust; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from oxidants. SDS available on request.
