3,3'-Dicarboxylic diphenyl disulfide is an aromatic disulfide bearing two carboxylic acid groups meta to the –S–S– bridge. It is essentially odourless, stable under ambient conditions, sparingly soluble in cold water and hot methanol, freely soluble in DMSO and aqueous alkali, and practically insoluble in non-polar solvents .
Key physicochemical data:
Melting point: 253–258 °C
Predicted boiling point: 537.9 ± 35 °C at 760 mmHg
Density: 1.53 ± 0.1 g cm⁻³ (20 °C, solid)
pKa (carboxylic, 25 °C): 3.57 ± 0.10
Flash point: >220 °C (predicted)
Log P (octanol/water): 3.92 (predicted)
Typical uses:
High-purity building block for polyamides, polyesters and polyurethanes containing a redox-cleavable disulfide backbone.
Chelating ligand for heavy-metal sequestration and precursor for metal-organic frameworks (MOFs) .
Model compound for mechanistic studies on aromatic disulfide photochemistry, ester hydrolysis and antioxidant behaviour .
Quality specification (commercial grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Free acid (as benzoic acid): ≤0.5 %
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; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from oxidants and strong bases. SDS available on request.
