2-(Phenylthio)-1-propyne is an aromatic alkynyl sulfide in which a phenylthio group is attached to the terminal carbon of a propargyl unit. The compound is air- and photo-stable, freely miscible with common organic solvents (dichloromethane, ethyl acetate, toluene, alcohols) and essentially insoluble in water. Commercial material is supplied ≥97 % pure.
Key physicochemical data:
Density: 1.07 g cm⁻³ (25 °C)
Refractive index n²⁰/D: 1.586
Boiling point: 213–214 °C / 760 mmHg
Flash point: 76.7 °C (closed cup)
Log P (octanol/water): 3.4 (predicted)
Typical uses:
Versatile building block for sulfur-substituted alkynes used in click-chemistry, cross-coupling and heterocycle synthesis.
Precursor for benzothiophene and thio-chromene derivatives via intramolecular cyclisation or radical cyclisation protocols.
Model substrate for mechanistic studies on sulfur-directed alkyne activation and C–S bond cleavage.
Quality specification (commercial grade):
Purity (GC): ≥97 %
Water content (KF): ≤0.2 %
Free thiol (as PhSH): ≤0.1 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard statement:
Causes skin and eye irritation (H315 + H319). Avoid inhalation of vapour; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from oxidants. SDS available on request .
