2-Phenylthio-5-propionylphenylacetic acid is a bifunctional aromatic containing a phenylthio ether at the 2-position and a propionyl ketone at the 5-position of a phenylacetic acid core. The compound is freely soluble in dichloromethane, chloroform, ethyl acetate and acetone, sparingly soluble in methanol and practically insoluble in water (< 15 mg L⁻¹ at 25 °C). Both the carboxylic acid and the ketone are readily derivatised, while the electron-rich thio-ether activates the adjacent carbon toward oxidation or cross-coupling. Commercial lots are released at ≥98 % purity and are stable for ≥2 years when stored at 2–8 °C under dry nitrogen.
Key Physicochemical Data:
Melting point: 118–120 °C (lit.)
Predicted boiling point: 486 ± 25 °C at 760 mmHg
Density: 1.26 g cm⁻³ (25 °C, solid)
Flash point: 248 °C (closed cup, predicted)
Log P (octanol/water): 4.3 (predicted)
pKₐ (carboxylic acid, 25 °C): 4.1 (predicted)
Typical Uses:
Advanced intermediate for the synthesis of COX-2/LOX dual inhibitors and other anti-inflammatory candidates.
Building block for thio-aryl γ-keto-acids used in PET-ligand development and β-aryl ketone libraries targeting kinase signalling pathways.
Precursor to benzothiophene- or benzofuran-fused scaffolds via intramolecular cyclisation (Pummerer or oxidative cyclisation).
Quality Specification (Commercial Grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Free acid (as acetic acid): ≤0.2 %
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 and strong bases. SDS available on request.
