Cas no 1326713-87-4 (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno2,3-cpyridine)

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyridine is a boronic ester derivative featuring a thienopyridine core. This compound serves as a versatile intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex heterocyclic systems. The dioxaborolane moiety enhances stability and solubility, facilitating handling and storage under ambient conditions. Its electron-rich thienopyridine scaffold contributes to applications in pharmaceuticals, agrochemicals, and materials science, particularly in constructing conjugated systems for optoelectronic materials. The product’s high purity and well-defined reactivity profile make it a reliable choice for precision organic synthesis. Proper handling under inert conditions is recommended to preserve its integrity.
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno2,3-cpyridine structure
1326713-87-4 structure
Product Name:3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno2,3-cpyridine
CAS No:1326713-87-4
MF:C13H16BNO2S
MW:261.14764213562
MDL:MFCD21337792
CID:1231211
PubChem ID:66759450
Update Time:2025-10-30

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno2,3-cpyridine Chemical and Physical Properties

Names and Identifiers

    • 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyrid Ine
    • 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyridine
    • 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-thieno[2,3-c]pyridine
    • FRAFKEJLWKHQFG-UHFFFAOYSA-N
    • CS-0279220
    • BDC71387
    • MFCD21337792
    • 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyridine
    • 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thieno[2,3-c]pyridine
    • DB-423901
    • EN300-319663
    • D79841
    • Thieno[2,3-c]pyridine-3-boronic acid pinacol ester
    • SCHEMBL657279
    • 1326713-87-4
    • 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno2,3-cpyridine
    • MDL: MFCD21337792
    • Inchi: 1S/C13H16BNO2S/c1-12(2)13(3,4)17-14(16-12)10-8-18-11-7-15-6-5-9(10)11/h5-8H,1-4H3
    • InChI Key: FRAFKEJLWKHQFG-UHFFFAOYSA-N
    • SMILES: S1C2C=NC=CC=2C(B2OC(C)(C)C(C)(C)O2)=C1

Computed Properties

  • Exact Mass: 261.099
  • Monoisotopic Mass: 261.099
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 321
  • 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: 59.6A^2

Experimental Properties

  • PSA: 59.59000
  • LogP: 2.59550

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno2,3-cpyridine Pricemore >>

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Additional information on 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno2,3-cpyridine

3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)Thieno[2,3-c]Pyridine: A Comprehensive Overview

The compound 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyridine, with CAS No. 1326713-87-4, is a highly specialized organic molecule that has garnered significant attention in the fields of organic synthesis and materials science. This compound is characterized by its unique structure, which combines a thienopyridine ring system with a boron-containing substituent. The thienopyridine moiety is a fused bicyclic structure consisting of a pyridine ring and a thiophene ring, while the dioxaborolane group introduces boron into the molecule, potentially enhancing its electronic properties and reactivity.

Recent studies have highlighted the potential of this compound in various applications. For instance, researchers have explored its role in cross-coupling reactions, where the boron-containing group acts as a valuable nucleophile or electrophile. The thienopyridine framework has also been investigated for its potential in optoelectronic devices due to its conjugated π-systems and ability to absorb light across a wide range of wavelengths. Additionally, the compound's unique electronic properties make it a promising candidate for use in organic light-emitting diodes (OLEDs) and other advanced electronic materials.

The synthesis of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[2,3-c]pyridine typically involves multi-step organic reactions. One common approach is the Suzuki-Miyaura coupling reaction, which enables the formation of carbon-boron bonds under palladium catalysis. This method not only ensures high yields but also allows for precise control over the molecular structure. Recent advancements in catalytic systems have further improved the efficiency and selectivity of these reactions.

In terms of applications, this compound has shown particular promise in the development of advanced materials. For example, its incorporation into polymer blends has been shown to enhance mechanical properties and thermal stability. Furthermore, its ability to act as a precursor in metal-free cross-coupling reactions has opened new avenues for sustainable chemical synthesis.

From an environmental standpoint, 3-(4,4,5-tetramethyl-dioxaborolan-yl)thienopyridine exhibits favorable properties that align with green chemistry principles. Its synthesis often employs mild reaction conditions and recyclable catalysts. Additionally,, this compound's stability under various environmental conditions makes it suitable for long-term applications without degradation.

Looking ahead,, ongoing research is focused on optimizing the synthetic pathways for this compound to further reduce costs and improve scalability. Collaborative efforts between academic institutions and industry partners are expected to drive innovation in this field,, potentially leading to breakthroughs in areas such as renewable energy technologies and advanced materials science.

In conclusion,, 3-(4,,4,,5,,5-tetramethyl-dioxaborolan-yl)thienopyridine represents a cutting-edge molecule with vast potential across multiple disciplines. Its unique structure,, combined with recent advances in synthetic methodologies,, positions it as a key player in future technological advancements.

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