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CS-W001157 4
Total: USD 88.00

8-Methoxy-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde

  • CAS No. 75889-54-2

  • Cat. No. CS-0071118
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

8-Methoxy-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde|CS-0071118

Structure of 75889-54-2

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General Information

  • CAS No. 75889-54-2
  • Cat. No. CS-0071118
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₄
  • Molecular Weight 194.18
  • Synonym(s) ST5137683
  • SMILES O=CC1=CC(OC)=C(OCCO2)C2=C1

Description

8-Methoxy-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde features a rigid, electron-rich benzodioxole core paired with a reactive aldehyde at the 6-position. This scaffold enables selective conjugate additions and serves as a key building block in bioactive molecule synthesis. The methoxy group enhances solubility and modulates electronic properties.

Application

8-Methoxy-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its aldehyde functionality facilitates reductive amination, Grignard additions, and Wittig olefination, while the methoxy and dioxane moieties offer favorable solubility and metabolic stability. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step synthesis workflows.

Synthesis

  • Route1
    • In-stock
      5-Hydroxyvanillin|CS-0043430
      3934-87-0
    • null|null
      106-93-4
    • ~82%
    • In-stock
      8-Methoxy-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde|CS-0071118
      75889-54-2

    References

    • Tsyganov, Dmitry V.; Konyushkin, Leonid D.; Karmanova, Irina B.; Firgang, Sergei I.; Strelenko, Yuri A.; Semenova, Marina N.; Kiselyov, Alex S.; Semenov, Victor V. Journal of Natural Products, 2013 , vol. 76, # 8 p. 1485 - 1491
  • Route2

    References

    • Tsyganov, Dmitry V.; Konyushkin, Leonid D.; Karmanova, Irina B.; Firgang, Sergei I.; Strelenko, Yuri A.; Semenova, Marina N.; Kiselyov, Alex S.; Semenov, Victor V. Journal of Natural Products, 2013 , vol. 76, # 8 p. 1485 - 1491

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   1.2789
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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