In the realm of organic chemistry, specific molecular structures offer unique reactivities and properties that make them indispensable tools for innovation. 3-Chloro-4-(trifluoromethoxy)aniline (CAS 64628-73-5) is one such compound, celebrated for its distinct chemical profile and its utility across various scientific and industrial disciplines. Understanding its characteristics is key for any professional seeking to leverage its potential.

Unpacking the Molecular Structure and Properties

At its core, 3-Chloro-4-(trifluoromethoxy)aniline is an aromatic amine derivative. Its molecular formula, C₇H₅ClF₃NO, and a molecular weight of approximately 211.57 g/mol, point to its complex structure. The key functional groups—an amine (-NH₂), a chlorine atom (-Cl), and a trifluoromethoxy group (-OCF₃)—are strategically positioned on the benzene ring, influencing its electronic and steric properties.

Key physical and chemical properties include:

  • Appearance: Typically observed as a white to almost white powder or solid lumps.
  • Melting Point: Approximately 29-30°C, indicating it can exist as a solid at room temperature but melts readily.
  • Boiling Point: Around 224°C at atmospheric pressure.
  • Density: Approximately 1.454 g/cm³.
  • Solubility: Slightly soluble in water, but generally more soluble in common organic solvents, a trait enhanced by the lipophilic trifluoromethoxy group.
  • Reactivity: The amine group allows for typical reactions of aromatic amines, such as acylation, alkylation, and diazotization. The presence of chlorine and the electron-withdrawing trifluoromethoxy group also influence the reactivity of the aromatic ring itself, making it a versatile building block for further chemical modifications.

The trifluoromethoxy group is particularly noteworthy. It is a strong electron-withdrawing group that significantly impacts the electron density distribution within the molecule, affecting reaction rates and the properties of the final synthesized compounds. This characteristic makes it a sought-after moiety in medicinal chemistry and agrochemical development.

Synthesis Pathways and Manufacturing

The industrial production of 3-Chloro-4-(trifluoromethoxy)aniline typically involves multi-step synthesis routes. Common methods include:

  • Reaction from 2-chloro-4-aminophenol: This often involves nucleophilic substitution reactions, where a trifluoromethoxylating agent is used to introduce the -OCF₃ group.
  • Nitration-Reduction Sequences: Starting from appropriately substituted benzene derivatives, a nitro group is introduced and then reduced to an amine.

Manufacturers often optimize these processes for scalability, yield, and purity. Companies that specialize in fine chemical intermediates, such as those found in China, play a crucial role in making this compound accessible to researchers and formulators worldwide. When looking to buy, it's important to partner with a reliable manufacturer or supplier that can guarantee consistent quality and supply.

Diverse Applications Across Industries

The unique properties of 3-Chloro-4-(trifluoromethoxy)aniline translate into a broad spectrum of applications:

  • Agrochemicals: As a vital intermediate in the synthesis of herbicides and insecticides, contributing to enhanced crop protection.
  • Pharmaceuticals: Used in the development of active pharmaceutical ingredients (APIs), where its structural features can improve drug efficacy and pharmacokinetic profiles.
  • Material Science: Explored in the creation of specialty polymers and advanced materials, benefiting from the stability and electronic properties conferred by the fluorinated group.
  • Analytical Chemistry: Employed as a reference standard or reagent in various analytical procedures.

For professionals in these fields, securing a consistent supply of high-purity 3-Chloro-4-(trifluoromethoxy)aniline at a competitive price is essential. We invite you to explore our offerings as a leading supplier. Contact us to request a quote, learn more about our product specifications, or to obtain a free sample and experience the quality we provide.