Dibenzyl sulfide is the simplest aromatic–aliphatic thio-ether, consisting of two benzyl groups linked by a sulfur atom. It is essentially odourless, air-stable, freely soluble in hot ethanol, benzene, dichloromethane and mineral oils, and practically insoluble in water. Commercial material is supplied ≥99 % pure.
Key physicochemical data:
Melting point: 44–46 °C
Boiling point: 280 °C / 20 mmHg; 370 °C / 760 mmHg (predicted)
Density: 1.09 g cm⁻³ (50 °C, liquid)
Refractive index: 1.585 (50 °C)
Flash point: 168 °C (closed cup)
Log P (octanol/water): 4.5 (predicted)
Typical uses:
High-temperature lubricant additive and extreme-pressure (EP) anti-wear agent for gear oils, greases and metal-working fluids.
Slow-release sulfur donor for vulcanising polar rubbers (NR, NBR) and for producing benzyl-based pharmaceutical intermediates.
Model substrate for mechanistic studies on C–S bond activation, radical thiol–sulfide exchange and benzyl-radical chemistry.
Quality specification (commercial grade):
Purity (GC): ≥99 %
Water content (KF): ≤0.2 %
Free thiol (as BnSH): ≤0.1 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard statement:
Causes skin and eye irritation (H315 + H319). Avoid inhalation of vapour; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from oxidants. SDS available on request.
