2-Mercaptoindole

2-Mercaptoindole is a chemical compound with the molecular formula C8H7NS. It belongs to the class of organic compounds known as indoles and derivatives. These are compounds containing an indole, which is a bicyclic compound made up of a benzene ring fused to a pyrrole ring.

Structure and Properties

• 2-Mercaptoindole is characterized by an indole core structure, which consists of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. The "2-Mercapto" part of the name refers to the presence of a sulfur-containing mercapto group (-SH) at the 2-position of the indole ring.

• The compound is a solid at room temperature, with a molecular weight of 149.21 g/mol. It has a strong, unpleasant odor, which is characteristic of many sulfur-containing compounds.

Synthesis

2-Mercaptoindole can be synthesized through a variety of methods. One common method involves the reaction of 2-haloindole with a suitable sulfur nucleophile, such as sodium hydrosulfide (NaHS) or potassium hydrosulfide (KHS).

Applications

2-Mercaptoindole has been studied for its potential applications in various fields. For instance, it has been used as a building block in the synthesis of various pharmaceuticals and biologically active compounds. It has also been used in the development of new materials and in the study of chemical reactions.

Safety and Toxicity

Like many sulfur-containing compounds, 2-Mercaptoindole has a strong, unpleasant odor and can cause irritation if inhaled or if it comes into contact with the skin or eyes. It should be handled with care, using appropriate personal protective equipment.

See Also

• Indole
• Mercapto group
• Organic chemistry
• Chemical synthesis