In the realm of advanced organic chemistry and pharmaceutical development, specific chemical intermediates play pivotal roles. 5-Chloro-2-methylthiophenol (CAS 18858-06-5) is one such compound, valued for its unique structural features and reactivity. This article delves into its chemical properties and highlights its significant applications in synthesis, offering insights for R&D scientists and chemists.

Understanding the Chemical Profile

5-Chloro-2-methylthiophenol, often referred to as 5-chloro-2-methylbenzenethiol, possesses a molecular formula of C7H7ClS and a molecular weight of 158.65 g/mol. Its structure features a benzene ring substituted with a chlorine atom, a methyl group, and a thiol (-SH) group. The presence of these functional groups dictates its chemical behavior:

  • Thiol Group Reactivity: The thiol group is nucleophilic and can readily undergo oxidation to form disulfides, thioethers, and sulfonic acids. It also participates in addition reactions and can be deprotonated to form thiolate anions, which are potent nucleophiles in S-alkylation and S-acylation reactions.
  • Aromatic Ring Substitution: The chlorine atom and methyl group on the benzene ring influence its electrophilic aromatic substitution patterns. The electron-withdrawing nature of chlorine and the electron-donating nature of the methyl group create specific regioselectivity for further reactions on the aromatic system.
  • Physical Properties: Typically, this compound is a liquid at room temperature, possessing a characteristic odor. Its boiling point under reduced pressure (e.g., 17 Torr) is around 114-117 °C, indicating moderate volatility.

Synthesis Applications and Versatility

The versatility of 5-Chloro-2-methylthiophenol as a synthesis intermediate is well-established:

  • Pharmaceutical Intermediates: It serves as a foundational element in the construction of complex pharmaceutical molecules. The thiol group can be used to introduce sulfur-containing moieties or as a handle for further functionalization in the synthesis of APIs.
  • Agrochemicals: Although not its primary application, related thiophenol derivatives are employed in the synthesis of certain pesticides and herbicides. This highlights the broader potential of sulfur-containing aromatic compounds.
  • Material Science: In niche applications, such compounds can be precursors for polymers or specialized materials where sulfur integration provides desired properties.
  • General Organic Synthesis: Chemists utilize it in various coupling reactions, nucleophilic substitutions, and as a starting material for creating heterocyclic compounds and other functionalized aromatic systems.

Procurement and Handling Considerations

When procuring 5-Chloro-2-methylthiophenol for your synthesis needs, it's advisable to source from reputable manufacturers and suppliers who can guarantee purity and provide essential safety documentation. Given its thiol nature, proper handling in a well-ventilated area is crucial, and appropriate personal protective equipment should always be used. Understanding the compound's reactivity allows for optimized reaction design and successful synthesis outcomes. If you are looking to buy this chemical, consider contacting experienced suppliers in China who can offer competitive pricing and reliable delivery.