Cas no 1264130-85-9 (2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)

2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a versatile boronic ester derivative used as a key intermediate in cross-coupling reactions, particularly Suzuki-Miyaura couplings. The presence of both bromo and fluoro substituents on the pyridine ring enhances its reactivity, enabling selective functionalization in pharmaceutical and agrochemical synthesis. The 4,4,5,5-tetramethyl-1,3,2-dioxaborolane group offers improved stability and handling compared to free boronic acids, facilitating storage and use under standard conditions. This compound is particularly valuable in constructing complex heterocyclic frameworks due to its compatibility with diverse reaction conditions. Its well-defined structure ensures consistent performance in multi-step synthetic routes.
2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine structure
1264130-85-9 structure
Product Name:2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS No:1264130-85-9
MF:C11H14BBrFNO2
MW:301.947765827179
MDL:MFCD08063078
CID:1033338
PubChem ID:53398540
Update Time:2025-05-24

2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • 2-Bromo-3-fluoropyridine-5-boronic acid pinacol ester
    • 6-Bromo-5-fluoropyridine-3-boronic acid pinacol ester
    • 1264130-85-9
    • CS-0109844
    • FD10345
    • 2-BROMO-3-FLUORO-5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE
    • MFCD08063078
    • PS-12954
    • MB05282
    • DS-017038
    • AKOS015950133
    • DTXSID10694494
    • Z2044773121
    • EN300-12576579
    • MDL: MFCD08063078
    • Inchi: 1S/C11H14BBrFNO2/c1-10(2)11(3,4)17-12(16-10)7-5-8(14)9(13)15-6-7/h5-6H,1-4H3
    • InChI Key: ZXAMHUBHLXMIOF-UHFFFAOYSA-N
    • SMILES: BrC1=C(C=C(B2OC(C)(C)C(C)(C)O2)C=N1)F

Computed Properties

  • Exact Mass: 301.02800
  • Monoisotopic Mass: 301.02850g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 287
  • 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: 31.4?2

Experimental Properties

  • PSA: 31.35000
  • LogP: 2.28240

2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Pricemore >>

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Additional information on 2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Professional Introduction of 2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 1264130-85-9)

The compound 2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, identified by the CAS number CAS No. 1264130-85, is a highly specialized organic molecule with significant applications in modern chemical synthesis and materials science. This compound is particularly notable for its unique structural features and its role in facilitating various chemical transformations. The molecule consists of a pyridine ring substituted with bromine at position 2, fluorine at position 3, and a tetramethyl dioxaborolane group at position 5. These substituents contribute to the compound's reactivity and selectivity in different chemical reactions.

The synthesis of this compound involves a series of precise organic reactions that highlight the importance of stereocontrol and regioselectivity in modern organic chemistry. Recent advancements in catalytic methods have enabled the efficient production of this compound with high purity and yield. The use of transition metal catalysts has been particularly beneficial in controlling the regioselectivity of the reaction steps involved in its synthesis. This has led to a surge in interest from both academic and industrial researchers who are exploring its potential applications.

One of the most promising applications of 2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-yl)pyridine is in the field of drug discovery. The molecule's ability to act as a versatile building block in medicinal chemistry has made it a valuable tool for constructing complex molecular architectures. Recent studies have demonstrated its utility in synthesizing bioactive compounds with potential therapeutic applications. For instance, researchers have employed this compound as an intermediate in the synthesis of kinase inhibitors and other enzyme-targeting agents.

In addition to its role in drug discovery, this compound has also found applications in materials science. Its unique electronic properties make it an attractive candidate for use in organic electronics and optoelectronic devices. Recent research has explored its potential as a component in organic light-emitting diodes (OLEDs) and photovoltaic materials. The incorporation of this compound into such devices has shown promising results in terms of efficiency and stability.

The structural versatility of CAS No. 1264130-85-9 also makes it an ideal candidate for click chemistry applications. Its ability to undergo rapid and selective cycloaddition reactions has been exploited in the development of novel materials with tailored properties. This has opened up new avenues for the creation of advanced materials with applications ranging from sensors to advanced composites.

From an environmental standpoint, researchers have also investigated the biodegradation pathways of this compound to assess its potential impact on ecosystems. Studies have shown that under specific conditions, the compound can undergo microbial degradation through enzymatic mechanisms. This knowledge is crucial for ensuring sustainable practices in its production and application.

In conclusion, 2-Bromo-3-fluoro-5-(4,4,5,5-tetramethyl-dioxaborolan-ylium)pyridine strong>, identified by CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.< strong>CAS No.( CAS Number ) em > em > em > em > em > em > em > em > em > em > em > em > em > em > em > em >is a multifaceted compound with wide-ranging applications across various fields. p>

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