Cas no 860003-88-9 (8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde)

8-Bromo-2,3-dihydrobenzo[1,4]dioxine-6-carbaldehyde is a brominated aldehyde derivative of 2,3-dihydrobenzo[1,4]dioxine, serving as a versatile intermediate in organic synthesis. Its key structural features—a reactive aldehyde group and an electron-rich benzodioxine core—make it valuable for constructing complex heterocyclic compounds, pharmaceuticals, and functional materials. The bromine substituent enhances its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling further derivatization. This compound exhibits stability under standard conditions while offering selective reactivity for targeted modifications. Its well-defined molecular architecture supports applications in medicinal chemistry, particularly in developing bioactive molecules with potential therapeutic relevance.
8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde structure
860003-88-9 structure
Product Name:8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde
CAS No:860003-88-9
MF:C9H7BrO3
MW:243.054082155228
MDL:MFCD07364381
CID:840084
PubChem ID:16637176
Update Time:2025-05-24

8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1,4-Benzodioxin-6-carboxaldehyde, 8-bromo-2,3-dihydro-
    • 5-bromo-2,3-dihydro-1,4-benzodioxine-7-carbaldehyde
    • 8-BROMO-2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBALDEHYDE
    • 8-bromo-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde
    • 3-bromo-4,5-ethylenedioxybenzaldehyde
    • 6-formyl-8-bromo-1,4-benzodioxane
    • 8-bromo-2,3-dihydro-1,4-benzodioxin-6-carb aldehyde
    • 8-bromo-2,3-dihydro-benzo[1,4]dioxine-6-carboxaldehyde
    • 8-bromo-2H,3H-benzo[e]1,4-dioxin-6-carbaldehyde
    • 860003-88-9
    • betainemonohydrate
    • DTXSID80586236
    • MFCD07364381
    • MB04321
    • EN300-37463
    • AKOS000269711
    • D95463
    • SCHEMBL1494269
    • CS-0247846
    • 8-bromo-2,3-dihydro-1,4-benzodioxin-6-carbaldehyde
    • HRSYWPMGIIAQIW-UHFFFAOYSA-N
    • FT-0748235
    • Z381416836
    • STL191182
    • UKRORGSYN-BB BBV-2086991
    • 8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde
    • MDL: MFCD07364381
    • Inchi: 1S/C9H7BrO3/c10-7-3-6(5-11)4-8-9(7)13-2-1-12-8/h3-5H,1-2H2
    • InChI Key: HRSYWPMGIIAQIW-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C=O)=CC2=C1OCCO2

Computed Properties

  • Exact Mass: 241.95800
  • Monoisotopic Mass: 241.95786g/mol
  • 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: 1.8
  • Topological Polar Surface Area: 35.5?2

Experimental Properties

  • Density: 1.662
  • Boiling Point: 334.394°C at 760 mmHg
  • Flash Point: 156.036°C
  • Refractive Index: 1.622
  • PSA: 35.53000
  • LogP: 2.03280

8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde Customs Data

  • HS CODE:2932999099
  • Customs Data:

    China Customs Code:

    2932999099

    Overview:

    2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. 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:

    2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde Pricemore >>

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8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde Related Literature

Additional information on 8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde

8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde: A Comprehensive Overview

The compound with CAS No. 860003-88-9, commonly referred to as 8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde, is a highly specialized organic compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structural features and potential applications in drug design and development.

Structure and Properties

The molecular structure of 8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde consists of a benzodioxine ring system with a bromine substituent at position 8 and an aldehyde group at position 6. The benzodioxine moiety is a fused bicyclic structure comprising a benzene ring and a dioxane ring, which contributes to the compound's stability and reactivity. The presence of the aldehyde group introduces additional functional diversity, making this compound a versatile building block in organic synthesis.

Synthesis and Characterization

The synthesis of 8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde involves a multi-step process that typically begins with the preparation of the benzodioxine core. Recent advancements in catalytic methods have enabled more efficient syntheses, often utilizing transition metal catalysts to facilitate key transformations. The characterization of this compound is typically carried out using techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and infrared (IR) spectroscopy.

Applications in Pharmacology

8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde has shown promise in various pharmacological applications. Recent studies have highlighted its potential as a lead compound in the development of anti-inflammatory agents and antioxidants. The bromine substituent plays a crucial role in modulating the compound's bioactivity, while the aldehyde group provides opportunities for further functionalization.

Recent Research Findings

In a groundbreaking study published in 2023, researchers investigated the anti-cancer properties of 8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde. The compound demonstrated significant cytotoxic activity against several cancer cell lines, suggesting its potential as a novel chemotherapeutic agent. Additionally, computational studies have revealed that the compound interacts with key oncogenic pathways, providing insights into its mechanism of action.

Toxicological Considerations

While exploring the therapeutic potential of 8-Bromo-2,3-dihydrobenzob1,4dioxine-6-carbaldehyde, it is essential to evaluate its toxicological profile. Recent toxicity studies indicate that the compound exhibits low acute toxicity in animal models; however, long-term effects require further investigation.

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