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CS-W001157 4
Total: USD 88.00

5-Methoxypiperonal

  • CAS No. 5780-07-4

  • Cat. No. CS-0036206
  • Purity≥98%
  • MDL No.None

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

5-Methoxypiperonal|CS-0036206

Structure of 5780-07-4

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General Information

  • CAS No. 5780-07-4
  • Cat. No. CS-0036206
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₄
  • Molecular Weight 180.16
  • Synonym(s) 1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-
  • SMILES COC1=CC(=CC2=C1OCO2)C=O

Description

5-Methoxypiperonal is a bench-stable, moisture-tolerant aldehyde featuring a methoxy-substituted piperonal core. This electron-rich scaffold integrates readily into complex molecular architectures, enabling efficient access to bioactive heterocycles and natural product analogs under standard conditions.

Application

5-Methoxypiperonal serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and natural product analogs. Its ortho-quinone aldehyde functionality facilitates electrophilic transformations and condensation reactions under mild conditions. The methoxy group enhances solubility and modulates reactivity, while the aldehyde remains readily accessible for nucleophilic addition or oxidation. Bench-stable and compatible with standard purification methods, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • Tetrahedron Asymmetry, , vol. 20, # 4 p. 440 - 448
  • Route2
    • In-stock
      5-Hydroxyvanillin|CS-0043430
      3934-87-0
    • null|null
      74-95-3
    • ~88%
    • In-stock
      5-Methoxypiperonal|CS-0036206
      5780-07-4

    References

    • Journal of Natural Products, , vol. 72, # 3 p. 380 - 388
  • Route3
    • null|null
      487-62-7
    • ~59%
    • In-stock
      5-Methoxypiperonal|CS-0036206
      5780-07-4

    References

    • Journal of Natural Products, , vol. 73, # 11 p. 1796 - 1802

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H411
Precautionary Statements : P273-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   1.2364
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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