2-(Benzylthio)nicotinic acid is a hetero-aromatic thio-carboxylic acid in which a benzylthio group is attached to the 2-position of the nicotinic (pyridine-3-carboxylic acid) ring. The compound is air-stable, freely soluble in dichloromethane, ethyl acetate, hot ethanol and aqueous alkali, and sparingly soluble in cold water. Commercial material is supplied ≥98 % pure.
Key physicochemical data:
Melting point: 195–197 °C (dec.)
Predicted boiling point: >450 °C (decomp.)
Density: 1.35 g cm⁻³ (20 °C, solid)
pKa (carboxylic, 25 °C): ~4.2
Flash point: >200 °C
Log P (octanol/water): 3.1 (predicted)
Typical uses:
Versatile building block for benzyl-thio-nicotinate esters, sulfoxides and sulfones used in pharmaceutical and agro-chemical synthesis.
Precursor for sulfur-substituted vitamin B₃ analogues with potential anti-inflammatory or anti-microbial activity.
Model substrate for mechanistic studies on hetero-aromatic thio-acid decarboxylation and metal-catalysed C–S bond activation.
Quality specification (commercial grade):
Purity (HPLC): ≥98 %
Water content (KF): ≤0.3 %
Free acid (as nicotinic acid): ≤0.5 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard statement:
Causes skin and eye irritation (H315 + H319). Harmful if swallowed (R22). 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.
