Cas no 4645-11-8 (2-Bromo-6-ethoxypyridine)

2-Bromo-6-ethoxypyridine is a versatile heterocyclic compound known for its bromo and ethoxy substituents. It exhibits excellent solubility in organic solvents, making it suitable for various synthetic applications. The bromo group provides a reactive site for nucleophilic substitution reactions, while the ethoxy group offers steric hindrance and potential for ring expansion. This compound is particularly valuable in the synthesis of pyridine derivatives with diverse pharmacological properties.
2-Bromo-6-ethoxypyridine structure
2-Bromo-6-ethoxypyridine structure
Product Name:2-Bromo-6-ethoxypyridine
CAS No:4645-11-8
MF:C7H8BrNO
MW:202.04852104187
MDL:MFCD00234958
CID:328174
PubChem ID:1201018
Update Time:2025-07-28

2-Bromo-6-ethoxypyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-6-ethoxypyridine
    • 2-Bromo-6-ethoxy-pyridine
    • Pyridine, 2-bromo-6-ethoxy-
    • 2-Aethoxy-6-brom-pyridin
    • 2-bromanyl-6-ethoxy-pyridine
    • 2-bromo-6-(ethyloxy)pyridine
    • 2-ethoxy-6-bromopyridine
    • 6-Aethoxy-2-brom-pyridin
    • 6-bromo-2-pyridinyl ethyl ether
    • 6-ethoxy-2-bromo-pyridine
    • SCHEMBL7161
    • J-508447
    • MFCD00234958
    • A827047
    • CS-0033861
    • 4645-11-8
    • AM100843
    • 2-Bromo-6-ethoxypyridine, AldrichCPR
    • A7233
    • AB05279
    • 2-Bromo-6-ethoxy pyridine
    • AKOS012900815
    • UOYDOTUNXZKLMI-UHFFFAOYSA-N
    • PS-5532
    • DTXSID20360870
    • DB-081928
    • MDL: MFCD00234958
    • Inchi: 1S/C7H8BrNO/c1-2-10-7-5-3-4-6(8)9-7/h3-5H,2H2,1H3
    • InChI Key: UOYDOTUNXZKLMI-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=N1)OCC

Computed Properties

  • Exact Mass: 200.97900
  • Monoisotopic Mass: 200.97893g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 99.6
  • 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: 2.6
  • Topological Polar Surface Area: 22.1?2

Experimental Properties

  • Melting Point: 32-36 C
  • Boiling Point: 224.5 ℃ at 760 mmHg
  • PSA: 22.12000
  • LogP: 2.24280

2-Bromo-6-ethoxypyridine Security Information

  • Hazard Category Code: 36/37/38-22
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38

2-Bromo-6-ethoxypyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2-Bromo-6-ethoxypyridine Production Method

Additional information on 2-Bromo-6-ethoxypyridine

2-Bromo-6-ethoxypyridine (CAS No. 4645-11-8): An Overview of Its Properties, Applications, and Recent Research Advances

2-Bromo-6-ethoxypyridine (CAS No. 4645-11-8) is a versatile organic compound that has gained significant attention in the fields of medicinal chemistry, synthetic organic chemistry, and materials science. This compound is characterized by its unique structural features, which include a bromine atom and an ethoxy group attached to a pyridine ring. These functionalities endow 2-Bromo-6-ethoxypyridine with a wide range of chemical reactivity and potential applications.

The molecular formula of 2-Bromo-6-ethoxypyridine is C8H9BrNO, and its molecular weight is 207.07 g/mol. The compound is a colorless to pale yellow liquid at room temperature and has a boiling point of approximately 175°C at 10 mmHg. It is soluble in common organic solvents such as ethanol, acetone, and dichloromethane but has limited solubility in water.

In the realm of synthetic organic chemistry, 2-Bromo-6-ethoxypyridine serves as an important building block for the synthesis of various bioactive molecules and pharmaceutical intermediates. The bromine atom can be readily displaced by nucleophiles, making it an excellent substrate for cross-coupling reactions such as Suzuki-Miyaura coupling and Buchwald-Hartwig amination. These reactions are crucial for the synthesis of complex molecules with diverse biological activities.

Recent research has highlighted the potential of 2-Bromo-6-ethoxypyridine in the development of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry in 2023 reported the use of 2-Bromo-6-ethoxypyridine as a key intermediate in the synthesis of potent inhibitors of protein kinases, which are implicated in various diseases including cancer and inflammatory disorders. The researchers demonstrated that derivatives of 2-Bromo-6-ethoxypyridine exhibited high selectivity and efficacy against specific kinases, making them promising candidates for further drug development.

Beyond its applications in medicinal chemistry, 2-Bromo-6-ethoxypyridine has also found utility in materials science. The compound can be used as a precursor for the synthesis of functionalized polymers and conjugated materials with unique electronic properties. A study published in Advanced Materials in 2023 explored the use of 2-Bromo-6-ethoxypyridine-derived polymers in organic photovoltaic devices. The researchers found that these polymers exhibited excellent charge transport properties and high photovoltaic efficiency, suggesting their potential for use in next-generation solar cells.

The environmental impact of 2-Bromo-6-ethoxypyridine is another area of ongoing research. While the compound itself is not classified as hazardous, its production and disposal must be managed carefully to minimize environmental risks. A study published in Environmental Science & Technology in 2023 investigated the biodegradability and ecotoxicity of 2-Bromo-6-ethoxypyridine. The results indicated that under controlled conditions, the compound can be effectively degraded by microbial communities, reducing its potential for long-term environmental accumulation.

In conclusion, 2-Bromo-6-ethoxypyridine (CAS No. 4645-11-8) is a valuable compound with diverse applications in medicinal chemistry, synthetic organic chemistry, and materials science. Its unique structural features make it an excellent building block for the synthesis of bioactive molecules and functional materials. Ongoing research continues to uncover new possibilities for its use in developing innovative therapeutic agents and advanced materials.

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