ATPO

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4-Aminothiophenol (ATPO)

4-Aminothiophenol, commonly abbreviated as ATPO, is an organic compound with the chemical formula C₆H₇NS. It is a derivative of thiophenol, where an amino group is substituted at the para position of the benzene ring. This compound is of interest in various fields, including organic synthesis, materials science, and biochemistry.

Chemical Structure and Properties

4-Aminothiophenol consists of a benzene ring with an amino group (-NH₂) and a thiol group (-SH) attached at the para positions. The presence of these functional groups imparts unique chemical properties to ATPO, making it a versatile compound in chemical reactions.

  • Molecular Formula: C₆H₇NS
  • Molar Mass: 125.19 g/mol
  • Appearance: Yellow to brown crystalline solid
  • Solubility: Soluble in organic solvents such as ethanol and acetone

Synthesis

The synthesis of 4-Aminothiophenol can be achieved through several methods, including the reduction of 4-nitrothiophenol or the substitution reaction of thiophenol with aniline in the presence of a catalyst. These methods allow for the production of ATPO in laboratory settings for research and industrial applications.

Applications

4-Aminothiophenol is utilized in various applications due to its unique chemical properties:

  • Organic Synthesis: ATPO serves as a building block in the synthesis of more complex organic molecules. Its functional groups allow for further chemical modifications, making it valuable in the development of pharmaceuticals and dyes.
  • Materials Science: The compound is used in the fabrication of self-assembled monolayers (SAMs) on gold surfaces. These SAMs are important in the study of surface chemistry and the development of sensors and nanodevices.
  • Biochemistry: In biochemical research, ATPO is used as a reagent for the modification of proteins and peptides. Its thiol group can form disulfide bonds, which are crucial in protein folding and stability.

Safety and Handling

4-Aminothiophenol should be handled with care, as it can be hazardous if not managed properly. It is important to use appropriate personal protective equipment (PPE) such as gloves and goggles when working with this compound. In case of contact with skin or eyes, immediate washing with plenty of water is recommended.

Environmental Impact

The environmental impact of 4-Aminothiophenol is a consideration in its use and disposal. Proper waste management protocols should be followed to minimize any potential negative effects on the environment.

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Contributors: Prab R. Tumpati, MD