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3-Mercaptopyridine

Updated: 2026-07-22

Overview

3-Mercaptopyridine is a sulfur-containing heterocyclic compound with the molecular formula C5H5NS. It is a derivative of pyridine where a thiol group (-SH) is attached at the 3-position. This compound is known for its strong odor and is primarily used in the synthesis of pharmaceuticals and agrochemicals. Due to its unique chemical structure, 3-mercaptopyridine serves as a versatile intermediate in organic synthesis. It is also employed as a ligand in coordination chemistry, where it binds to metal centers to form complexes with various applications.

Physical and Chemical Properties

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3-Mercaptopyridine is a colorless to pale yellow liquid with a density of approximately 1.17 g/cm³. It is soluble in common organic solvents such as ethanol and ether but has limited solubility in water. The compound has a strong, unpleasant odor, which is characteristic of thiols. The presence of both a pyridine ring and a thiol group imparts unique reactivity to 3-mercaptopyridine. The thiol group can participate in redox reactions and form disulfide bonds, while the pyridine ring can act as a weak base and participate in coordination chemistry.

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Main Applications

3-Mercaptopyridine is widely used in the pharmaceutical industry as an intermediate in the synthesis of drugs. It is also employed in agrochemicals, where it serves as a building block for pesticides and herbicides. Additionally, its ability to act as a ligand makes it valuable in coordination chemistry. In research settings, 3-mercaptopyridine is used to study metal-ligand interactions and to develop new catalytic systems. Its versatility and reactivity make it a valuable compound in both industrial and academic laboratories.

Safety and Storage

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3-Mercaptopyridine is harmful if swallowed or inhaled and can cause skin and eye irritation. Proper personal protective equipment (PPE), including gloves and goggles, should be worn when handling this compound. It should be used in a well-ventilated area or under a fume hood. Storage conditions for 3-mercaptopyridine include keeping it in a cool, dry place away from oxidizing agents. The compound should be stored in a tightly sealed container to prevent exposure to air and moisture, which could degrade its quality.

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B2B Procurement Guide

When procuring 3-mercaptopyridine, buyers should verify the purity and CAS number (1003-68-5) to ensure they are receiving the correct compound. Requesting a Safety Data Sheet (SDS) is essential for understanding handling and safety precautions. Buyers should also consider the packaging options, as proper packaging can prevent contamination and degradation. Prices can vary based on purity and quantity, with reference prices ranging approximately $50-$100 per gram. Bulk purchases may offer cost savings.

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