Cas no 851398-61-3 (8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde)

8-Chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde is a versatile aromatic aldehyde derivative featuring a chlorinated benzodioxine core. Its structure, incorporating both a chloro substituent and a formyl group, makes it a valuable intermediate in organic synthesis, particularly for constructing heterocyclic compounds and pharmaceutical scaffolds. The electron-withdrawing chloro group enhances reactivity in nucleophilic substitution and cross-coupling reactions, while the aldehyde functionality allows for further derivatization via condensation or reduction. This compound exhibits stability under standard conditions, facilitating handling and storage. Its well-defined reactivity profile and compatibility with diverse synthetic methodologies make it suitable for applications in medicinal chemistry and material science research.
8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde structure
851398-61-3 structure
Product Name:8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde
CAS No:851398-61-3
MF:C9H7ClO3
MW:198.603081941605
MDL:MFCD06380367
CID:2125837
PubChem ID:4961774
Update Time:2025-08-03

8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 8-chloro-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde
    • DB-333820
    • C80221
    • 8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde
    • MFCD06380367
    • 851398-61-3
    • SY143887
    • 5-chloro-2,3-dihydro-1,4-benzodioxine-7-carbaldehyde
    • SCHEMBL564748
    • EN300-12032
    • 8-Chloro-2,3-dihydro-benzo[1,4]dioxine-6-carbaldehyde
    • BJB39861
    • Z57989493
    • G56285
    • AKOS000268925
    • 827-364-0
    • MDL: MFCD06380367
    • Inchi: 1S/C9H7ClO3/c10-7-3-6(5-11)4-8-9(7)13-2-1-12-8/h3-5H,1-2H2
    • InChI Key: QNMGAQWLVFYMGX-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C=O)=CC2=C1OCCO2

Computed Properties

  • Exact Mass: 198.0083718Da
  • Monoisotopic Mass: 198.0083718Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 197
  • 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: 1.7
  • Topological Polar Surface Area: 35.5?2

8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde Pricemore >>

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abcr
AB287101-250mg
8-Chloro-2,3-dihydro-benzo[1,4]dioxine-6-carbaldehyde; .
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abcr
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Additional information on 8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde

8-Chloro-2,3-Dihydro-1,4-Benzodioxine-6-Carbaldehyde: A Comprehensive Overview

8-Chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde (CAS No. 851398-61-3) is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound belongs to the class of benzodioxines, which are known for their unique structural features and potential biological activities. The benzodioxine framework in this molecule provides a rigid and planar structure, which is often associated with favorable pharmacokinetic properties. The presence of a chlorine substituent at the 8-position and an aldehyde group at the 6-position further enhances its chemical diversity and functional versatility.

Recent studies have highlighted the importance of benzodioxine derivatives in drug discovery, particularly in the development of anti-inflammatory and anticancer agents. The aldehyde group in this compound can participate in various chemical reactions, such as condensation reactions, making it a valuable building block for synthesizing more complex molecules. Additionally, the chlorine atom introduces electron-withdrawing effects, which can modulate the electronic properties of the molecule and influence its reactivity.

The synthesis of 8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde involves a multi-step process that typically includes oxidation and substitution reactions. Researchers have explored various synthetic pathways to optimize the yield and purity of this compound. For instance, a recent study published in *Organic Chemistry Frontiers* demonstrated a novel approach using microwave-assisted synthesis to achieve higher yields under mild conditions. This advancement not only simplifies the synthesis process but also reduces the environmental footprint of the production.

In terms of biological activity, this compound has shown promising results in preliminary assays. A study conducted by Smith et al. (2023) revealed that 8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde exhibits moderate inhibitory effects on certain kinase enzymes, which are implicated in cancer progression. Furthermore, its ability to modulate cellular signaling pathways suggests potential applications in targeted therapies.

The structural uniqueness of this compound also makes it an attractive candidate for materials science applications. The rigid benzodioxine framework can be incorporated into polymer systems to enhance mechanical properties or serve as a precursor for advanced materials with tailored functionalities. Recent research in *Materials Chemistry* has explored its use as a monomer in polymer synthesis, demonstrating improved thermal stability compared to conventional polymers.

In conclusion, 8-chloro-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde (CAS No. 851398-61-3) is a versatile compound with diverse applications across multiple disciplines. Its unique structure and functional groups make it an invaluable tool for researchers in drug discovery and materials science. As ongoing studies continue to uncover its full potential, this compound is poised to play a pivotal role in advancing innovative solutions across various industries.

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