From WikiMD's Food, Medicine & Wellness Encyclopedia

2-Aminothiophenol is an organic compound with the formula C6H7NS. It is a colorless liquid that is used as a building block in organic synthesis and pharmaceuticals. This compound is related to the drug Dapsone and is used in the synthesis of Thiazole and Benzothiazole derivatives.

Structure and Properties[edit | edit source]

2-Aminothiophenol is a derivative of Thiophenol, with an amino group (-NH2) replacing one of the hydrogen atoms on the aromatic ring. The presence of both the amino and thiol groups in the molecule leads to interesting chemical properties.

The molecule is planar, with the sulfur, nitrogen, and adjacent carbon atoms all lying in the same plane. The amino group is a strong electron donor, which makes the compound a good nucleophile. The thiol group is also a good nucleophile and can form disulfide bonds.

Synthesis[edit | edit source]

2-Aminothiophenol can be synthesized by the reaction of Thiophenol with ammonia in the presence of a catalyst. The reaction proceeds via a nucleophilic substitution mechanism, with the ammonia attacking the thiophenol molecule and replacing a hydrogen atom.

Applications[edit | edit source]

2-Aminothiophenol is used as a building block in organic synthesis. It is used in the synthesis of Thiazole and Benzothiazole derivatives, which are used in pharmaceuticals and dyes. It is also used in the synthesis of Dapsone, a drug used to treat leprosy and dermatitis herpetiformis.

Safety[edit | edit source]

2-Aminothiophenol is toxic if ingested or inhaled, and it is irritating to the eyes, skin, and respiratory tract. It should be handled with care, using appropriate personal protective equipment.

See Also[edit | edit source]


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Contributors: Prab R. Tumpati, MD