Cas no 1196157-14-8 (4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde)

4-Bromo-5-methyl-2-pyridinecarbaldehyde is a versatile brominated pyridine derivative used as a key intermediate in organic synthesis and pharmaceutical research. Its aldehyde functional group offers reactivity for further derivatization, while the bromine substituent enables cross-coupling reactions, such as Suzuki or Heck couplings, facilitating the construction of complex heterocyclic frameworks. The methyl group enhances steric and electronic properties, making it valuable for tailored molecular design. This compound is particularly useful in medicinal chemistry for the development of bioactive molecules and ligands. High purity and consistent quality ensure reliable performance in synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity to air and moisture.
4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde structure
1196157-14-8 structure
Product Name:4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde
CAS No:1196157-14-8
MF:C7H6BrNO
MW:200.03264093399
MDL:MFCD13190304
CID:1088589
PubChem ID:71720974
Update Time:2025-09-28

4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-5-methylpicolinaldehyde
    • 4-bromo-5-methylpyridine-2-carbaldehyde
    • AK137977
    • OQUTVBJUSOBKKN-UHFFFAOYSA-N
    • FCH1381454
    • AB70162
    • OR302618
    • 4-Bromo-5-methylpyridine-2-carboxaldehyde
    • ST2405645
    • AX8246545
    • 2-Pyridinecarboxaldehyde, 4-bromo-5-methyl-
    • 4-BROMO-5-METHYL-PYRIDINE-2-CARBALDEHYDE
    • 4-Bromo-5-methyl-2-pyridinecarbaldehyde, AldrichCPR
    • DS-5937
    • SCHEMBL14691321
    • AKOS022173669
    • WXB15714
    • CS-W022111
    • MFCD13190304
    • CS1689
    • 1196157-14-8
    • EN300-7393151
    • DB-316374
    • DTXSID10856833
    • Z1269244451
    • 4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde
    • MDL: MFCD13190304
    • Inchi: 1S/C7H6BrNO/c1-5-3-9-6(4-10)2-7(5)8/h2-4H,1H3
    • InChI Key: OQUTVBJUSOBKKN-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=O)N=CC=1C

Computed Properties

  • Exact Mass: 198.96328g/mol
  • Monoisotopic Mass: 198.96328g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 129
  • 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
  • Topological Polar Surface Area: 30
  • XLogP3: 1.7

4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde Security Information

4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde Pricemore >>

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Additional information on 4-\u200bBromo-\u200b5-\u200bmethyl-\u200b2-\u200bpyridinecarbaldehyde

Introduction to 4-Bromo-5-methyl-2-pyridinecarbaldehyde (CAS No. 1196157-14-8)

4-Bromo-5-methyl-2-pyridinecarbaldehyde, with the CAS number 1196157-14-8, is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and organic synthesis. This compound is characterized by its unique structure, which includes a bromo substituent at the 4-position, a methyl group at the 5-position, and an aldehyde functional group at the 2-position of the pyridine ring. The combination of these functional groups endows 4-Bromo-5-methyl-2-pyridinecarbaldehyde with a range of chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules.

The pyridine ring is a fundamental building block in many pharmaceuticals and agrochemicals due to its aromatic nature and ability to form stable complexes with metal ions. The presence of the bromo substituent in 4-Bromo-5-methyl-2-pyridinecarbaldehyde provides a reactive handle for further chemical modifications, such as cross-coupling reactions, which are crucial for the synthesis of complex organic molecules. Additionally, the aldehyde group offers opportunities for condensation reactions, making this compound a key starting material in the development of novel drugs and materials.

Recent research has highlighted the potential applications of 4-Bromo-5-methyl-2-pyridinecarbaldehyde in various areas. For instance, studies have shown that compounds derived from this structure exhibit potent biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. One notable example is its use as an intermediate in the synthesis of pyridyl-containing antitumor agents. These agents have shown promising results in preclinical studies, demonstrating their ability to inhibit cancer cell proliferation and induce apoptosis.

In addition to its pharmaceutical applications, 4-Bromo-5-methyl-2-pyridinecarbaldehyde has also been explored for its potential in materials science. The unique electronic properties of pyridine derivatives make them suitable for use in organic electronics and photovoltaic devices. Researchers have utilized this compound to synthesize conjugated polymers with enhanced charge transport properties, which are essential for improving the performance of organic solar cells and other electronic devices.

The synthetic accessibility of 4-Bromo-5-methyl-2-pyridinecarbaldehyde has been well-documented in the literature. Several efficient synthetic routes have been developed to produce this compound on both laboratory and industrial scales. One common approach involves the bromination of 5-methylpyridine followed by oxidation to introduce the aldehyde functionality. These methods are highly reproducible and scalable, making 4-Bromo-5-methyl-2-pyridinecarbaldehyde readily available for further research and development.

The stability and reactivity of 4-Bromo-5-methyl-2-pyridinecarbaldehyde have also been extensively studied. This compound is generally stable under standard laboratory conditions but can undergo various chemical transformations when exposed to specific reagents or conditions. For example, it can readily undergo nucleophilic addition reactions at the aldehyde carbon, forming new C-N or C-O bonds. These reactions are often used to introduce additional functional groups or to form more complex molecular architectures.

In summary, 4-Bromo-5-methyl-2-pyridinecarbaldehyde (CAS No. 1196157-14-8) is a multifaceted compound with significant potential in both pharmaceutical and materials science applications. Its unique structural features and synthetic versatility make it an invaluable tool for researchers and chemists working on the development of new bioactive molecules and advanced materials. As ongoing research continues to uncover new applications and properties of this compound, its importance in the scientific community is likely to grow even further.

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