6-Bromo-4,4-dimethylthiochroman is a thio-chroman (dihydro-1-benzothiopyran) derivative bearing a bromine atom at position 6 and two geminal methyl groups at C-4. The compound is air- and light-stable, freely soluble in dichloromethane, chloroform, ethyl acetate and hot ethanol, and practically insoluble in water. It is a versatile building block for transition-metal-catalysed cross-coupling reactions and for the construction of sulfur-containing pharmaceutical or opto-electronic scaffolds. Commercial material is supplied at ≥98 % purity.
Key Physicochemical Data:
Melting point: 54–56 °C (lit.)
Predicted boiling point: 340 °C / 760 mmHg
Density: 1.42 g cm⁻³ (25 °C, solid)
Flash point: >200 °C
Log P (octanol/water): 4.8 (predicted)
Typical Uses:
Versatile intermediate for Suzuki, Sonogashira or Buchwald–Hartwig couplings at the brominated 6-position.
Precursor to 6-aryl/6-heteroaryl-4,4-dimethylthiochromans with potential κ-opioid receptor affinity.
Core unit for thiochroman-based OLED host materials after further borylation or phosphination.
Quality Specification (Commercial Grade):
Purity (GC): ≥98 %
Water content (KF): ≤0.3 %
Free acid (as HBr): ≤0.2 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard Statement:
Causes skin and eye irritation (H315 + H319). Avoid inhalation of dust or vapour; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from light and strong oxidants. SDS available on request.
