2,3-Dicyanodiphenyl sulfide is an aromatic sulfide in which two benzonitrile units are connected through a sulfur bridge at the 2- and 3-positions, respectively. The molecule is essentially planar and exhibits strong π-conjugation and electron-withdrawing character, making it an excellent electron-transport or fluorescence-quenching building block. The compound is sparingly soluble in water (≈3 mg L⁻¹ at 25 °C), readily soluble in dichloromethane, chloroform, THF and hot acetonitrile, and shows good thermal stability (≥320 °C). Commercial material is supplied at ≥98 % purity.
Key Physicochemical Data:
Melting point: 178–180 °C (lit.)
Predicted boiling point: 456 °C / 760 mmHg
Density: 1.32 g cm⁻³ (25 °C, solid)
Flash point: >200 °C
Log P (octanol/water): 3.4 (predicted)
λmax (CH₂Cl₂): 315 nm (π→π*)
Typical Uses:
Electron-transport layer (ETL) or hole-blocking material in OLED devices after vacuum deposition.
Fluorescence quencher and rigid linker for two-photon absorbing dyes and covalent organic frameworks (COFs).
Precursor to thiophene-fused phthalocyanines and benzothiadiazole derivatives via cyclo-tetramerisation or Pd-catalysed C–H arylation.
Quality Specification (Commercial Grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Residual solvents (GC): ≤0.5 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard Statement:
Causes skin and eye irritation (H315 + H319). May cause respiratory irritation if inhaled. Avoid dust formation; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from strong oxidisers and light. SDS available on request.
