Cas no 130284-00-3 (2-(Benzyloxy)-3,5-dibromopyridine)

2-(Benzyloxy)-3,5-dibromopyridine is a brominated pyridine derivative featuring a benzyloxy substituent at the 2-position. This compound is primarily utilized as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical research, where its dibromo functionality enables selective further functionalization. The benzyloxy group enhances solubility in organic solvents, facilitating reactions such as cross-coupling or nucleophilic substitutions. Its well-defined structure and high purity make it a reliable building block for constructing complex heterocyclic systems. The presence of bromine atoms at the 3- and 5-positions offers versatility in metal-catalyzed transformations, making it valuable for developing bioactive molecules or materials.
2-(Benzyloxy)-3,5-dibromopyridine structure
130284-00-3 structure
Product Name:2-(Benzyloxy)-3,5-dibromopyridine
CAS No:130284-00-3
MF:C12H9Br2NO
MW:343.013961553574
MDL:MFCD20441927
CID:1024984
PubChem ID:54758824
Update Time:2025-11-02

2-(Benzyloxy)-3,5-dibromopyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(Benzyloxy)-3,5-dibromopyridine
    • 3,5-dibromo-2-phenylmethoxypyridine
    • DB-422250
    • DTXSID00716553
    • A888776
    • MFCD20441927
    • SCHEMBL17594985
    • CS-0209162
    • Pyridine, 3,5-dibromo-2-(phenylmethoxy)-
    • 130284-00-3
    • AKOS015892242
    • BS-20444
    • MDL: MFCD20441927
    • Inchi: 1S/C12H9Br2NO/c13-10-6-11(14)12(15-7-10)16-8-9-4-2-1-3-5-9/h1-7H,8H2
    • InChI Key: YNNOMHHKXNIXKO-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CN=C1OCC1C=CC=CC=1)Br

Computed Properties

  • Exact Mass: 340.90500
  • Monoisotopic Mass: 340.90509g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 209
  • 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: 4
  • Topological Polar Surface Area: 22.1?2

Experimental Properties

  • PSA: 22.12000
  • LogP: 4.18560

2-(Benzyloxy)-3,5-dibromopyridine 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-(Benzyloxy)-3,5-dibromopyridine Production Method

Additional information on 2-(Benzyloxy)-3,5-dibromopyridine

Comprehensive Guide to 2-(Benzyloxy)-3,5-dibromopyridine (CAS No. 130284-00-3): Properties, Applications, and Market Insights

2-(Benzyloxy)-3,5-dibromopyridine (CAS No. 130284-00-3) is a specialized brominated pyridine derivative that has garnered significant attention in pharmaceutical and agrochemical research. This compound, characterized by its unique benzyloxy and dibromo substitutions, serves as a versatile intermediate in organic synthesis. Researchers and industry professionals frequently search for "2-(Benzyloxy)-3,5-dibromopyridine uses" or "CAS 130284-00-3 suppliers," reflecting its growing importance in modern chemistry.

The molecular structure of 2-(Benzyloxy)-3,5-dibromopyridine features a pyridine core with bromine atoms at the 3 and 5 positions, along with a benzyloxy group at the 2-position. This arrangement contributes to its electron-deficient nature, making it valuable for cross-coupling reactions in medicinal chemistry. Current trends show increased interest in "halogenated pyridine derivatives" and "pharmaceutical intermediates 2024," aligning perfectly with this compound's applications.

In pharmaceutical development, 2-(Benzyloxy)-3,5-dibromopyridine serves as a key building block for drug discovery. Its bromine atoms provide excellent sites for further functionalization through palladium-catalyzed reactions, a topic frequently searched as "Pd-catalyzed pyridine modifications." The compound's stability under various conditions makes it particularly useful for creating targeted drug molecules, especially in oncology and CNS drug research.

The agrochemical industry has shown growing interest in 2-(Benzyloxy)-3,5-dibromopyridine derivatives for developing novel crop protection agents. Recent searches for "pyridine-based pesticides" and "next-generation agrochemicals" highlight this trend. The compound's ability to undergo selective transformations allows for the creation of environmentally friendly pest control solutions with improved specificity.

Material science applications of 2-(Benzyloxy)-3,5-dibromopyridine include its use in developing organic electronic materials. The compound's π-conjugated system and halogen substituents make it suitable for creating advanced semiconducting polymers, a hot topic in searches like "organic electronics 2024." Researchers are exploring its potential in OLED technology and photovoltaic materials.

Market analysis reveals increasing demand for 2-(Benzyloxy)-3,5-dibromopyridine, with "CAS 130284-00-3 market price" being a common search query. The compound's availability from specialized chemical suppliers and its custom synthesis options cater to diverse research needs. Quality control parameters, including HPLC purity and spectroscopic characterization, remain crucial considerations for purchasers.

Recent advancements in green chemistry have influenced the synthesis approaches for 2-(Benzyloxy)-3,5-dibromopyridine. Environmentally conscious researchers frequently search for "sustainable halogenation methods" and "eco-friendly pyridine synthesis." Modern protocols emphasize atom economy and reduced solvent waste in producing this valuable intermediate.

Storage and handling recommendations for 2-(Benzyloxy)-3,5-dibromopyridine emphasize protection from moisture and light exposure, with searches like "stable storage of brominated compounds" reflecting these concerns. The compound typically appears as a white to off-white crystalline powder with well-documented solubility characteristics in common organic solvents.

Future research directions for 2-(Benzyloxy)-3,5-dibromopyridine derivatives focus on their potential in bioconjugation chemistry and proteolysis targeting chimeras (PROTACs). These emerging applications respond to search trends like "pyridine linkers in bioconjugation" and "heterocyclic PROTAC design," positioning this compound at the forefront of innovative therapeutic strategies.

Analytical characterization of 2-(Benzyloxy)-3,5-dibromopyridine typically involves NMR spectroscopy, mass spectrometry, and elemental analysis. Researchers often look for "pyridine derivative characterization" methods to ensure compound identity and purity. The distinctive 1H NMR pattern of this molecule, particularly the benzyloxy protons, serves as a reliable identification marker.

The intellectual property landscape surrounding 2-(Benzyloxy)-3,5-dibromopyridine includes numerous patents for its derivatives in various applications. Search terms like "pyridine compound patents" and "pharmaceutical IP 2024" reflect the commercial importance of protecting innovations based on this chemical scaffold. Both academic and industrial researchers continue to explore novel applications for this versatile intermediate.

Comparative studies with similar brominated pyridine derivatives highlight the unique reactivity profile of 2-(Benzyloxy)-3,5-dibromopyridine. The presence of both electron-withdrawing bromine and electron-donating benzyloxy groups creates interesting electronic effects that influence its reactivity patterns in substitution and addition reactions.

Scale-up considerations for 2-(Benzyloxy)-3,5-dibromopyridine production address challenges in bromination selectivity and purification methods. Industrial queries often include "large-scale pyridine synthesis" and "process optimization for halogenated heterocycles." Recent process improvements have focused on catalytic methods and continuous flow chemistry approaches.

Environmental and toxicological assessments of 2-(Benzyloxy)-3,5-dibromopyridine follow standard OECD guidelines, with research interest reflected in searches for "pyridine derivative toxicity." While the compound requires proper handling as with all laboratory chemicals, its stability and predictable degradation pathways make it suitable for controlled research applications.

The global supply chain for 2-(Benzyloxy)-3,5-dibromopyridine has adapted to increasing demand, with searches for "specialty chemical suppliers" and "research chemical distributors" becoming more frequent. Quality assurance documentation, including certificates of analysis and material safety data sheets, remains essential for research procurement.

Emerging synthetic methodologies continue to expand the utility of 2-(Benzyloxy)-3,5-dibromopyridine in cutting-edge research. Current literature searches for "C-H activation in pyridines" and "directed ortho-metalation" demonstrate the compound's relevance in modern synthetic strategy development. These advanced techniques enable more efficient derivatization of this valuable scaffold.

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