4,4'-Dinitro diphenyl sulfide is an electron-deficient aromatic thio-ether in which nitro groups are located para to the sulfur bridge on both benzene rings. The compound is essentially odourless, stable under ambient conditions, freely soluble in hot ethanol, ethyl acetate and dichloromethane, and practically insoluble in water. Commercial material is supplied ≥98 % pure.
Key physicochemical data:
Melting point: 184–186 °C (lit.)
Predicted boiling point: 441.9 °C at 760 mmHg
Density: 1.62 g cm⁻³ (20 °C, solid)
Flash point: >220 °C
Log P (octanol/water): 5.4 (predicted)
PSA: 142 Ų
Typical uses:
Central building block for 4,4'-dinitro-diphenyl sulfoxide/sulfone pharmaceutical intermediates and agro-chemicals.
Precursor for para-nitro diaryl sulfones used as COX-2 inhibitors, herbicide safeners and UV-absorbers.
Model electron-deficient substrate for mechanistic studies on C–S bond activation and cross-coupling reactions.
Quality specification (commercial grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Free thiol (as p-NO₂-PhSH): ≤0.2 %
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 and reducing agents. SDS available on request.
