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The Chemical Properties and Synthesis of 4-Amino-2-chlorobenzaldehyde

For chemists engaged in organic synthesis, a thorough understanding of intermediate compounds is essential. 4-Amino-2-chlorobenzaldehyde, identified by CAS number 42460-61-7, is a significant building block due to its unique chemical structure and reactivity. This article examines its properties, common synthesis pathways, and its critical role in various industrial applications, offering insights for professionals seeking to procure or utilize this compound.

Chemical Profile and Physical Characteristics

4-Amino-2-chlorobenzaldehyde is a solid compound with the chemical formula C7H6ClNO and a molecular weight of approximately 155.58 g/mol. Typically supplied with a purity of 97%, it is stable when stored at room temperature. The molecule features an aromatic ring substituted with an aldehyde group (-CHO), an amino group (-NH2), and a chlorine atom (-Cl). This combination of functional groups makes it a versatile reactant in a wide range of organic transformations.

Key Synthesis Routes

Several methods can be employed for the synthesis of 4-Amino-2-chlorobenzaldehyde. One common pathway involves the reduction of the corresponding nitrile:

  • Reduction of 4-Amino-2-chlorobenzonitrile: This method often utilizes reducing agents such as diisobutylaluminum hydride (DIBAL-H) in an organic solvent like tetrahydrofuran (THF). The reaction typically proceeds in stages, involving reduction followed by hydrolysis and purification, often yielding the desired benzaldehyde as a yellow solid. This process is detailed in various patent literature, highlighting specific reaction conditions and yields (e.g., 48%). When researching '4-amino-2-chlorobenzaldehyde synthesis,' this route is frequently cited.
  • Other Pathways: While the nitrile reduction is prominent, other routes might involve modifications of related aromatic compounds, depending on the availability of starting materials and desired process efficiency.

For commercial production, manufacturers focus on optimizing these synthesis routes to ensure high yields, purity, and cost-effectiveness.

Applications and Industrial Significance

The utility of 4-Amino-2-chlorobenzaldehyde as a chemical intermediate is widespread:

  • Pharmaceutical Intermediates: It is extensively used in the synthesis of Active Pharmaceutical Ingredients (APIs). Its structure allows for the introduction of complex side chains and heterocyclic motifs critical in drug development. Professionals often inquire about the 'price of 4-amino-2-chlorobenzaldehyde' for their R&D projects.
  • Agrochemical Synthesis: It serves as a building block for various pesticides and herbicides, contributing to the development of modern crop protection solutions.
  • Fine Chemicals and Materials: Beyond these primary uses, it finds application in the synthesis of dyes, pigments, and advanced materials, demonstrating its broad chemical versatility.

Understanding its synthesis is key for those looking to buy 4-amino-2-chlorobenzaldehyde from reliable sources.

Sourcing and Procurement Considerations

When procurement managers seek a 4-Amino-2-chlorobenzaldehyde manufacturer, they look for established suppliers who can guarantee consistent purity (e.g., 97%) and reliable production capacity. Sourcing from a '4-amino-2-chlorobenzaldehyde supplier China' often provides a balance of quality and cost-effectiveness.

Key factors to consider when purchasing include:

  • Purity Verification: Always request a Certificate of Analysis (CoA).
  • Packaging: Ensure appropriate pack sizes (5g, 10g, 100g, bulk) are available.
  • Pricing: Compare the CAS 42460-61-7 price from multiple vendors.
  • Lead Times: Confirm delivery schedules to match project timelines.

In conclusion, 4-Amino-2-chlorobenzaldehyde is an indispensable intermediate in the chemical industry. A firm grasp of its properties, synthesis, and a strategic approach to sourcing from reputable manufacturers ensures its effective utilization in driving chemical innovation.

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