Cas no 114468-04-1 (3-Bromo-5-(difluoromethyl)pyridine)

3-Bromo-5-(difluoromethyl)pyridine is a versatile heterocyclic compound with a bromo and difluoromethyl substituents. It offers enhanced reactivity in organic synthesis, particularly in the formation of pyridine-based derivatives. Its unique structure facilitates cross-coupling reactions, providing a platform for the synthesis of complex organic molecules. The compound is highly selective and efficient, making it a valuable building block in pharmaceutical and agrochemical research.
3-Bromo-5-(difluoromethyl)pyridine structure
114468-04-1 structure
Product Name:3-Bromo-5-(difluoromethyl)pyridine
CAS No:114468-04-1
MF:C6H4BrF2N
MW:208.003467559814
MDL:MFCD16140196
CID:1075088
PubChem ID:640480
Update Time:2025-07-19

3-Bromo-5-(difluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-(difluoromethyl)pyridine
    • 3-Brom-5-(difluormethyl)pyridin
    • AB70752
    • AC1LD0S2
    • C6H4BrF2N
    • c7-5-1-4(6(8)9)2-10-3-5
    • h1-3,6
    • pyridine, 3-bromo-5-(difluoromethyl)-
    • SureCN1426321
    • 3-Bromo-5-difluoromethylpyridine
    • 3-BroMo-5-(difluoroMethyl)pyridine, 97%
    • STL556161
    • AU-004/43508120
    • AKOS005258381
    • EN300-120577
    • AS-43780
    • InChI=1/C6H4BrF2N/c7-5-1-4(6(8)9)2-10-3-5/h1-3,6
    • ZB0367
    • SCHEMBL1426321
    • MFCD16140196
    • DTXSID401298436
    • 114468-04-1
    • BBL102361
    • DA-15288
    • CS-0308455
    • MDL: MFCD16140196
    • Inchi: 1S/C6H4BrF2N/c7-5-1-4(6(8)9)2-10-3-5/h1-3,6H
    • InChI Key: YEIYXHOMHKPBGQ-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CC(C(F)F)=C1

Computed Properties

  • Exact Mass: 206.94952
  • Monoisotopic Mass: 206.94952g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • 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: 2.2
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • Density: 1.640±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 35-40?°C
  • Boiling Point: 223.1±35.0 oC (760 Torr),
  • Flash Point: Degrees Fahrenheit:230°F
    Degrees Celsius:110°C
  • Solubility: Slightly soluble (3.7 g/l) (25 o C),
  • PSA: 12.89

3-Bromo-5-(difluoromethyl)pyridine Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H319
  • Warning Statement: P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36
  • Safety Instruction: 39
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C

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Additional information on 3-Bromo-5-(difluoromethyl)pyridine

Professional Introduction to 3-Bromo-5-(difluoromethyl)pyridine (CAS No. 114468-04-1)

3-Bromo-5-(difluoromethyl)pyridine, identified by its CAS number 114468-04-1, is a significant compound in the realm of pharmaceutical and agrochemical research. This heterocyclic aromatic molecule features a bromine substituent at the 3-position and a difluoromethyl group at the 5-position of the pyridine ring. Its unique structural attributes make it a valuable intermediate in the synthesis of various biologically active molecules, particularly in the development of novel therapeutic agents.

The compound's< strong> bromo and difluoromethyl functional groups contribute to its reactivity and utility in organic synthesis. The bromine atom serves as a versatile handle for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, which are widely employed in constructing complex molecular architectures. Meanwhile, the difluoromethyl group is known for its ability to enhance metabolic stability and binding affinity in drug candidates, making it a preferred moiety in medicinal chemistry.

In recent years, 3-Bromo-5-(difluoromethyl)pyridine has garnered attention in the design of small-molecule inhibitors targeting various disease pathways. For instance, studies have demonstrated its role as a key intermediate in the synthesis of kinase inhibitors, which are crucial in oncology research. The pyridine scaffold is particularly relevant in this context, as it is a common motif found in many approved drugs due to its favorable pharmacokinetic properties.

One notable application of this compound is in the development of antiviral agents. The structural features of 3-Bromo-5-(difluoromethyl)pyridine allow for the creation of molecules that can interact with viral proteases or polymerases, thereby inhibiting viral replication. Recent advancements in computational chemistry have enabled researchers to optimize the compound's scaffold for improved potency and selectivity against specific viral targets. This has led to several promising candidates entering preclinical evaluation phases.

The agrochemical sector has also benefited from the versatility of 3-Bromo-5-(difluoromethyl)pyridine. Its incorporation into novel herbicides and pesticides has shown efficacy against resistant weed species while maintaining environmental safety profiles. The< strong>difluoromethyl group plays a pivotal role here by improving the bioavailability and persistence of active ingredients, ensuring prolonged field performance.

Synthetic methodologies for preparing 3-Bromo-5-(difluoromethyl)pyridine have seen significant refinement over the years. Modern synthetic routes often leverage transition-metal catalysis to achieve high yields and selectivity. For example, palladium-catalyzed borylation followed by halogenation has emerged as an efficient strategy for constructing this compound. Such advances not only streamline production but also reduce costs, making it more accessible for industrial applications.

The compound's< strong>pyridine core is particularly amenable to derivatization, allowing chemists to explore a wide range of biological activities. Researchers have successfully incorporated this scaffold into molecules with anti-inflammatory, anticonvulsant, and even neuroprotective properties. The< strong>bromo substituent further expands these possibilities by enabling post-synthetic modifications that can fine-tune pharmacological profiles.

In conclusion, 3-Bromo-5-(difluoromethyl)pyridine (CAS No. 114468-04-1) represents a cornerstone molecule in contemporary chemical biology and drug discovery. Its structural features and synthetic accessibility make it an indispensable tool for medicinal chemists seeking to develop innovative therapeutic solutions across multiple therapeutic areas. As research continues to uncover new applications and refine synthetic strategies, this compound is poised to remain at the forefront of chemical innovation.

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