Intermediates

4-Bromo-2-(trifluoromethyl)benzonitrile

  • CAS No.191165-13-6
  • GradeIndustrial / Pharmaceutical
  • Availability● In Stock

High purity 4-Bromo-2-(trifluoromethyl)benzonitrile is a versatile fluorinated intermediate designed for complex organic synthesis and pharmaceutical development.

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Product Technical Details

Product Overview

4-Bromo-2-(trifluoromethyl)benzonitrile represents a critical class of fluorinated aromatic intermediates utilized extensively in modern medicinal chemistry and agrochemical research. This compound combines the reactivity of a nitrile group with the electronic influence of a trifluoromethyl substituent and a bromine handle, making it an invaluable building block for constructing complex molecular architectures. Our manufacturing process ensures consistent quality and high purity levels suitable for demanding synthetic applications.

The presence of the trifluoromethyl group enhances metabolic stability and lipophilicity in downstream drug candidates, while the bromo substituent facilitates various cross-coupling reactions. This unique combination allows chemists to introduce diverse functional groups efficiently, accelerating the discovery and development of novel therapeutic agents.

Chemical Properties and Reactivity

This fluorinated benzonitrile derivative exhibits distinct physicochemical properties that define its utility in organic synthesis. The nitrile functionality can be hydrolyzed to carboxylic acids or reduced to amines, providing multiple pathways for structural modification. Furthermore, the aryl bromide moiety serves as an excellent leaving group for palladium-catalyzed coupling reactions such as Suzuki, Heck, and Buchwald-Hartwig transformations.

The electron-withdrawing nature of both the nitrile and trifluoromethyl groups activates the aromatic ring towards nucleophilic substitution under specific conditions. This reactivity profile makes the compound a preferred choice for synthesizing kinase inhibitors, receptor modulators, and other biologically active molecules where fluorine incorporation is desired for improved pharmacokinetic properties.

Quality Specifications

ParameterSpecification
CAS Number191165-13-6
Molecular FormulaC8H3BrF3N
Molecular Weight250.015 g/mol
AppearanceWhite powder
Assay≥98.0%
Melting Point43-44 °C
Boiling Point239.7±35.0 °C at 760 mmHg
Density1.7±0.1 g/cm3

Industrial Applications

Primarily employed as an intermediate in organic synthesis, this compound finds widespread use in the pharmaceutical industry for the preparation of advanced active pharmaceutical ingredients. It is particularly relevant in the development of oncology treatments, central nervous system disorders, and anti-inflammatory drugs. Additionally, the agrochemical sector utilizes this building block for creating novel pesticides and herbicides with enhanced environmental profiles.

Research institutions leverage this material for method development in fluorination chemistry and cross-coupling catalysis. Its reliable performance in various reaction conditions supports high-throughput screening and lead optimization processes essential for modern drug discovery pipelines.

Storage and Handling

To maintain optimal stability and purity, store this product in a cool, ventilated place away from direct sunlight and moisture. Keep containers tightly closed when not in use to prevent contamination or degradation. Standard laboratory safety protocols should be followed during handling, including the use of appropriate personal protective equipment such as gloves and safety goggles.

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  • Consistent high purity levels verified by rigorous quality control testing.
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