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CS-W001157 4
Total: USD 88.00

2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde

  • CAS No. 656-42-8

  • Cat. No. CS-W016922
  • Purity≥98%
  • MDL No.MFCD00792420

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

2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde|CS-W016922

Structure of 656-42-8

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General Information

  • CAS No. 656-42-8
  • Cat. No. CS-W016922
  • Purity ≥98%
  • MDL No. MFCD00792420
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄F₂O₃
  • Molecular Weight 186.11
  • Synonym(s) 5-FORMYL-2,2-DIFLUOROBENZODIOXOLE
  • SMILES O=CC1=CC=C(OC(F)(F)O2)C2=C1

Description

2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde features a rigid, electron-deficient aromatic core paired with a highly reactive aldehyde group. This configuration enables direct integration into complex heterocycles and facilitates efficient coupling in transition-metal-catalyzed transformations. The difluorinated ring enhances metabolic stability and modulates electronic properties for applications in medicinal chemistry and advanced materials synthesis.

Application

2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling direct incorporation of a difluorinated aromatic core with orthogonal reactivity. The aldehyde group facilitates efficient coupling reactions, while the 1,3-dioxole ring enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with standard functional group transformations make it ideal for rapid scaffold diversification in API development.

Synthesis

  • Route1
    • In-stock
      5-Bromo-2,2-difluorobenzodioxole|CS-W001170
      33070-32-5
    • null|null
      68-12-2
    • ~%
    • In-stock
      2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde|CS-W016922
      656-42-8

    References

    • US2007/37815 A1, ; Page/Page column 20 ;
  • Route2
    • null|null
      1269252-03-0
    • ~95%
    • In-stock
      2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde|CS-W016922
      656-42-8

    References

    • Hagooly, Youlia; Welch, Michael J.; Rozen, Shlomo Organic and Biomolecular Chemistry, 2011 , vol. 9, # 3 p. 902 - 905
  • Route3
    • null|null
      149045-78-3
    • null|null
      100-97-0
    • ~%
    • In-stock
      2,2-Difluorobenzo[d][1,3]dioxole-5-carbaldehyde|CS-W016922
      656-42-8

    References

    • US5420308 A1, ;

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   35.53
  • LogP   1.8206
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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