2,2'-Dithio salicylic acid dimethyl ester is the dimethyl ester of 2,2'-dithiodibenzoic acid. The molecule contains two methyl ester groups ortho to an aromatic disulfide bridge, giving it both electron-withdrawing and redox-active character. It is air-stable, freely soluble in dichloromethane, ethyl acetate, hot ethanol and toluene, and practically insoluble in water.
Key physicochemical data:
Melting point: 131–134 °C
Predicted boiling point: 443.5 ± 30 °C at 760 mmHg
Density: 1.34 ± 0.1 g cm⁻³ (20 °C, solid)
Flash point: >200 °C
Log P (octanol/water): 4.2 (predicted)
Typical uses:
High-purity building block for polyamides, polyesters and polyurethanes containing a redox-cleavable disulfide backbone.
Precursor for silver(I) cluster complexes and metal-organic frameworks (MOFs) under ultrasonic conditions .
Model compound for mechanistic studies on ester hydrolysis, disulfide exchange and aromatic disulfide photochemistry.
Quality specification (commercial grade):
Purity (GC): ≥98 %
Water content (KF): ≤0.3 %
Free acid (as dithiosalicylic acid): ≤0.5 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard statement:
Causes skin and eye irritation (H315 + H319). 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
