Cas no 1000204-73-8 (6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde)

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde is a boronic ester derivative featuring a formyl functional group, making it a versatile intermediate in organic synthesis. The presence of the dioxaborolane moiety enhances stability and facilitates Suzuki-Miyaura cross-coupling reactions, while the aldehyde group offers reactivity for further functionalization. Its rigid dioxaindane scaffold contributes to structural stability, making it suitable for constructing complex heterocyclic systems. This compound is particularly useful in pharmaceutical and materials science research, where precise control over molecular architecture is required. Its synthetic utility, combined with good solubility in common organic solvents, ensures efficient handling in various reaction conditions.
6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde structure
1000204-73-8 structure
Product Name:6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde
CAS No:1000204-73-8
MF:C14H17BO5
MW:276.092784643173
MDL:MFCD32667749
CID:5463960
PubChem ID:23730545
Update Time:2025-05-23

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • J3.604.978B
    • Z4434912816
    • 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde
    • 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d][1,3]dioxole-5-carbaldehyde
    • 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)-1,3-benzodioxole-5-carbaldehyde
    • 1,3-Benzodioxole-5-carboxaldehyde, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde
    • MDL: MFCD32667749
    • Inchi: 1S/C14H17BO5/c1-13(2)14(3,4)20-15(19-13)10-6-12-11(17-8-18-12)5-9(10)7-16/h5-7H,8H2,1-4H3
    • InChI Key: ILVMIISCHQVWEI-UHFFFAOYSA-N
    • SMILES: O1B(C2C=C3C(=CC=2C=O)OCO3)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 276.1169038 g/mol
  • Monoisotopic Mass: 276.1169038 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 381
  • 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: 54
  • Molecular Weight: 276.09

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde Pricemore >>

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Additional information on 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde

Comprehensive Overview of 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde (CAS No. 1000204-73-8)

The compound 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde (CAS No. 1000204-73-8) is a highly specialized boronic ester derivative with significant applications in organic synthesis, pharmaceutical research, and materials science. Its unique structure, featuring a dioxaborolane moiety and a carbaldehyde functional group, makes it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions, a cornerstone in modern drug discovery and polymer chemistry. This article delves into its properties, synthesis, and emerging applications, addressing key questions frequently searched by researchers and industry professionals.

One of the most searched topics related to 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde is its role in bioconjugation and click chemistry. With the growing demand for targeted drug delivery systems, this compound’s boronate group enables selective binding to biomolecules, a feature exploited in proteomics and diagnostic imaging. Recent studies highlight its utility in designing fluorescent probes and PET tracers, aligning with the trend toward precision medicine.

From a synthetic perspective, the CAS No. 1000204-73-8 compound is prized for its stability under ambient conditions, a critical factor for high-throughput screening workflows. Researchers often inquire about its solubility (notably in THF and DMSO) and storage recommendations (typically under inert gas at -20°C). Its compatibility with palladium catalysts in cross-coupling reactions is another hot topic, particularly for constructing heterocyclic scaffolds prevalent in anticancer agents and antiviral drugs.

Environmental and regulatory considerations are also trending in searches. While 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde is not classified as hazardous, its handling requires adherence to GLP standards due to potential sensitivity to moisture. Innovations in green chemistry have spurred interest in solvent-free derivatization methods using this compound, reducing waste in API manufacturing.

In materials science, this boronic ester is gaining traction for designing organic electronic materials, such as OLEDs and conductive polymers. Its ability to form stable covalent organic frameworks (COFs) is frequently explored in academic forums, addressing queries about charge transport efficiency and thermal stability. Industry reports suggest its potential in flexible electronics, a sector projected to grow exponentially.

To summarize, 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxaindane-5-carbaldehyde (CAS No. 1000204-73-8) bridges multiple disciplines, from medicinal chemistry to advanced materials. Its adaptability to cutting-edge research trends—such as AI-driven molecular design and sustainable synthesis—ensures its relevance in scientific discourse. For further details on purity specifications or custom synthesis, consult specialized suppliers with ISO certification.

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