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4-Hydroxythiobenzamide

Updated: 2026-08-03

Overview

4-Hydroxythiobenzamide is a specialized organic compound featuring both a hydroxyl (-OH) and a thioamide (-C(=S)-NH2) functional group on a benzene ring. Its molecular structure grants reactivity useful in synthetic chemistry, particularly in pharmaceutical and agrochemical industries. The compound is typically synthesized via controlled reactions of benzoyl derivatives with sulfurizing agents. As a niche chemical, it is primarily traded in bulk quantities for industrial use. Buyers should prioritize suppliers with stringent quality control due to its application in sensitive formulations. Regulatory compliance (e.g., REACH, FDA) may apply depending on end-use.

Physical and Chemical Properties

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The compound exhibits moderate stability under standard conditions but may degrade upon prolonged exposure to air or moisture. Its thioamide group is prone to hydrolysis under acidic or alkaline conditions, requiring careful handling. Spectroscopic data (IR, NMR) typically confirm its structure, with characteristic peaks for -OH (3400 cm⁻¹) and -C=S (1200 cm⁻¹). Thermal analysis (TGA/DSC) shows decomposition above 200°C. Solubility profiles make it suitable for reactions in polar aprotic solvents. Industrial grades often achieve ≥95% purity, with impurities including unreacted precursors or oxidation byproducts.

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Main Applications

In pharmaceuticals, 4-hydroxythiobenzamide serves as a building block for antithyroid agents and enzyme inhibitors. Its sulfur moiety enables metal chelation, useful in catalysts or diagnostic agents. Agrochemical manufacturers incorporate it into herbicides and fungicides due to its bioactivity. The compound also finds use in academic research, particularly in studying thioamide reactivity or as a ligand in coordination chemistry. Emerging applications include materials science, where it aids in synthesizing conductive polymers or sulfur-doped carbon matrices.

Safety and Storage

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Classified as an irritant (GHS07), the compound requires handling in fume hoods with nitrile gloves and chemical goggles. Spills should be neutralized with inert absorbents (vermiculite) and disposed as hazardous waste. Storage mandates airtight containers (amber glass or HDPE) under nitrogen blanket to prevent oxidation. Incompatibilities include strong oxidizers and acids. First aid measures include flushing eyes/skin with water for 15 minutes if exposed. SDS documentation must accompany shipments, and local regulations for sulfur-containing compounds should be reviewed.

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B2B Procurement Guide

Industrial buyers should specify purity (e.g., 98% for synthesis), packaging (25kg drums vs. custom quantities), and analytical certificates (COA with HPLC/GC-MS data). MOQs often start at 1kg for lab-scale and 100kg for bulk orders. Lead times vary (2-8 weeks) due to specialized production. Preferred suppliers include fine chemical manufacturers with ISO 9001 certification. Pricing fluctuates with raw material (sulfur) costs. Sample testing is advisable before large purchases. Incoterms (e.g., CIF) and hazmat shipping compliance (UN3077) must be negotiated.

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