Thianthrene is a sulfur-containing polycyclic aromatic heterocycle consisting of two benzene rings fused to a 1,4-dithiine core. It is odourless, air- and photo-stable, freely soluble in hot ethanol, benzene, dichloromethane and toluene, and practically insoluble in water (< 0.1 g L⁻¹ at 25 °C). Commercial material is supplied ≥99 % pure.
Key physicochemical data:
Melting point: 158–160 °C
Boiling point: 364 °C / 760 mmHg
Density: 1.483 g cm⁻³ (20 °C, solid)
Refractive index: 1.723 (70 °C, melt)
Flash point: 178 °C (closed cup)
Vapour pressure: <0.01 mmHg (25 °C)
Log P (octanol/water): 4.7 (predicted)
Typical uses:
High-purity organic semiconductor and hole-transport material for OLED, OPV and field-effect transistor devices.
Model electron-donor for mechanistic studies on sulfur-centered radicals, cation radicals and redox-mediated transformations.
Building block for thianthrene-9-oxide/9,9-dioxide high-refractive-index optical resins and pharmaceutical intermediates.
Quality specification (commercial grade):
Purity (GC): ≥99 % (dried basis)
Water content (KF): ≤0.2 %
Free sulfur: ≤0.05 %
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. SDS available on request.
