Cas no 1211589-92-2 (4-bromo-2-chloro-3-(trifluoromethyl)pyridine)

4-Bromo-2-chloro-3-(trifluoromethyl)pyridine is a halogenated pyridine derivative with significant utility in pharmaceutical and agrochemical synthesis. Its key structural features—a bromo substituent at the 4-position, a chloro group at the 2-position, and a trifluoromethyl group at the 3-position—make it a versatile intermediate for cross-coupling reactions, nucleophilic substitutions, and functional group transformations. The electron-withdrawing trifluoromethyl group enhances reactivity, while the halogen atoms provide sites for further derivatization. This compound is particularly valuable in the development of active ingredients, offering precise control over molecular architecture. Its stability and well-defined reactivity profile ensure consistent performance in complex synthetic pathways.
4-bromo-2-chloro-3-(trifluoromethyl)pyridine structure
1211589-92-2 structure
Product Name:4-bromo-2-chloro-3-(trifluoromethyl)pyridine
CAS No:1211589-92-2
MF:C6H2BrClF3N
MW:260.438990116119
MDL:MFCD16609905
CID:2617430
PubChem ID:56604236
Update Time:2025-11-06

4-bromo-2-chloro-3-(trifluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-2-chloro-3-(trifluoromethyl)pyridine
    • AB71074
    • 1211589-92-2
    • AT32731
    • DB-167202
    • 4-Bromo-2-chloro-3-trifluoromethylpyridine
    • MDL: MFCD16609905
    • Inchi: 1S/C6H2BrClF3N/c7-3-1-2-12-5(8)4(3)6(9,10)11/h1-2H
    • InChI Key: IKSVFHYZDXBXCT-UHFFFAOYSA-N
    • SMILES: BrC1C=CN=C(C=1C(F)(F)F)Cl

Computed Properties

  • Exact Mass: 258.90112Da
  • Monoisotopic Mass: 258.90112Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 163
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.4
  • Topological Polar Surface Area: 12.9?2

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4-bromo-2-chloro-3-(trifluoromethyl)pyridine Related Literature

Additional information on 4-bromo-2-chloro-3-(trifluoromethyl)pyridine

4-Bromo-2-Chloro-3-(Trifluoromethyl)Pyridine: A Comprehensive Overview

The compound 4-bromo-2-chloro-3-(trifluoromethyl)pyridine (CAS No. 1211589-92-2) is a highly specialized aromatic heterocyclic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique substitution pattern on the pyridine ring, which imparts distinctive chemical and physical properties. The presence of bromine, chlorine, and trifluoromethyl groups at specific positions on the pyridine ring makes it a versatile building block for synthesizing advanced chemical compounds.

Recent studies have highlighted the importance of 4-bromo-2-chloro-3-(trifluoromethyl)pyridine in the development of novel bioactive molecules. For instance, researchers have explored its role as an intermediate in the synthesis of pyridine-based herbicides and insecticides. The trifluoromethyl group, known for its electron-withdrawing properties, enhances the stability and reactivity of the molecule, making it an ideal candidate for various organic transformations.

One of the most notable applications of this compound is in the field of medicinal chemistry. Scientists have utilized 4-bromo-2-chloro-3-(trifluoromethyl)pyridine as a key intermediate in the synthesis of potential anticancer agents. The bromine and chlorine substituents provide sites for further functionalization, enabling the creation of molecules with enhanced bioavailability and selectivity. Recent advancements in click chemistry have further expanded its utility in drug discovery programs.

In addition to its role in pharmaceuticals, 4-bromo-2-chloro-3-(trifluoromethyl)pyridine has gained attention in materials science due to its ability to form stable coordination complexes. These complexes exhibit unique electronic and optical properties, making them promising candidates for applications in organic electronics and optoelectronics. Researchers have also investigated its potential as a precursor for synthesizing advanced materials such as graphene-like structures and metal-organic frameworks (MOFs).

The synthesis of 4-bromo-2-chloro-3-(trifluoromethyl)pyridine involves a multi-step process that typically starts with a pyridine derivative as the parent structure. The introduction of substituents at specific positions requires precise control over reaction conditions to ensure high yields and purity. Recent advancements in catalytic methods have enabled more efficient syntheses, reducing production costs and improving scalability.

From an environmental perspective, understanding the fate and transport of 4-bromo-2-chloro-3-(trifluoromethyl)pyridine in natural systems is crucial for assessing its potential impact on ecosystems. Studies have shown that this compound exhibits moderate biodegradability under aerobic conditions, with microbial communities playing a significant role in its transformation. However, further research is needed to evaluate its long-term persistence and toxicity to aquatic organisms.

In conclusion, 4-bromo-2-chloro-3-(trifluoromethyl)pyridine (CAS No. 1211589-92-2) is a versatile compound with diverse applications across multiple disciplines. Its unique substitution pattern and reactivity make it an invaluable tool for chemists working on innovative solutions in drug discovery, agrochemicals, and materials science. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an even greater role in advancing modern chemistry.

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