4,4'-Dichloro-2,2'-dinitro diphenyl disulfide is a highly electron-deficient disulfide bearing both chloro and nitro substituents. The compound is air-stable, freely soluble in hot ethyl acetate, dichloromethane and acetone, and practically insoluble in water. Commercial material is supplied ≥98 % pure .
Key physicochemical data:
Melting point: 198–201 °C (dec.)
Predicted density: 1.7 ± 0.1 g cm⁻³
Predicted boiling point: 476.9 ± 45 °C at 760 mmHg
Flash point: >220 °C
Log P (octanol/water): 6.1 (predicted)
PSA: 142 Ų
Typical uses:
Mild oxidant and “ArS•” radical precursor for photo- and redox-initiated transformations; dual electron-withdrawing groups facilitate visible-light absorption .
Reagent for regioselective chloro-nitro-phenylthiation of carbonyls, amines and aryl halides; precursor for chloro-nitro-thiophenols used in metal-catalysed coupling sequences .
Building block for chloro-nitro-diaryl sulfoxides/sulfones, OLED electron-transport materials and high-purity pharmaceutical intermediates .
Quality specification (commercial grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Free thiol (as Cl-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.
