In the intricate landscape of chemical synthesis, certain molecules stand out due to their versatile reactivity and broad applicability. 4-(4-Bromo-3-formylphenoxy)benzonitrile (CAS: 906673-54-9) is one such compound, recognized for its utility as a building block in both academic research and industrial production. This article explores the chemical characteristics that make this benzonitrile derivative so valuable and guides potential buyers on how to procure it effectively from global manufacturers.

Molecular Structure and Properties:

4-(4-Bromo-3-formylphenoxy)benzonitrile is a sophisticated organic molecule characterized by its phenoxybenzonitrile core substituted with a bromine atom and a formyl (aldehyde) group. The presence of these functional groups imbues the molecule with a rich reactivity profile:

  • Aryl Bromide: This halogen atom is a prime site for various metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura, Heck, or Buchwald-Hartwig amination. These reactions are fundamental for creating new carbon-carbon and carbon-heteroatom bonds, essential for constructing complex molecular architectures.
  • Formyl Group (Aldehyde): The aldehyde functionality is a classic electrophilic center. It readily undergoes nucleophilic addition, condensation reactions (e.g., with amines or hydroxylamines), Wittig reactions, and can be oxidized to a carboxylic acid or reduced to an alcohol. This makes it a versatile handle for further functionalization.
  • Nitrile Group: The nitrile (cyano) group is a polar functional group that can be transformed into other valuable functionalities, such as carboxylic acids (via hydrolysis) or primary amines (via reduction). It also influences the electronic properties of the aromatic ring.

The physical properties of 4-(4-Bromo-3-formylphenoxy)benzonitrile, typically presenting as a white to light yellow solid with a melting point around 109-111°C, suggest it is a stable compound suitable for standard laboratory handling and storage. Its solubility in solvents like DMSO and methanol also aids in its processing for various reactions.

Applications in Chemical Synthesis and Beyond:

The primary driver for the commercial demand of 4-(4-Bromo-3-formylphenoxy)benzonitrile is its role as a key intermediate in the synthesis of pharmaceutical compounds, most notably Crisaborole. However, its structural versatility means it is also employed in:

  • Development of novel materials: The aromatic rings and reactive sites could be leveraged in the synthesis of specialized polymers or organic electronic materials.
  • Agrochemical research: Similar to pharmaceuticals, complex organic molecules are vital in developing new pesticides and herbicides.
  • General organic synthesis: Researchers in academic institutions and industrial R&D departments frequently use such intermediates to explore new reaction methodologies and synthesize diverse target molecules.

Procurement Advice for Buyers:

For scientists and procurement professionals looking to buy 4-(4-Bromo-3-formylphenoxy)benzonitrile, identifying a reliable manufacturer is crucial. Key aspects to consider when evaluating suppliers include:

  • Product Purity: Confirm the purity level and understand the associated analytical methods used for verification. High purity is paramount for reproducible synthesis results.
  • Batch Consistency: Ensure that each batch of the compound meets specified quality standards.
  • Supply Chain Security: For ongoing projects, a stable and dependable supply from manufacturers is essential.
  • Pricing: Obtain competitive quotes, particularly for larger quantities, from manufacturers in regions like China known for efficient chemical production.

In essence, 4-(4-Bromo-3-formylphenoxy)benzonitrile is a testament to the power of well-designed organic molecules. Its strategic combination of functional groups offers chemists a robust platform for innovation, making it a valuable commodity for those seeking to buy advanced chemical intermediates.