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CS-W001157 4
Total: USD 88.00

2,2-Difluorobenzo[d][1,3]dioxole-4-carbaldehyde

  • CAS No. 119895-68-0

  • Cat. No. CS-0052189
  • Purity≥97%
  • MDL No.MFCD00792419

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

2,2-Difluorobenzo[d][1,3]dioxole-4-carbaldehyde|CS-0052189

Structure of 119895-68-0

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General Information

  • CAS No. 119895-68-0
  • Cat. No. CS-0052189
  • Purity ≥97%
  • MDL No. MFCD00792419
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄F₂O₃
  • Molecular Weight 186.11
  • Synonym(s) 2,2-difluoro-4-formylbenzodioxole
  • SMILES O=CC1=C2OC(F)(F)OC2=CC=C1

Description

2,2-Difluorobenzo[d][1,3]dioxole-4-carbaldehyde features a fluorinated benzodioxole core paired with a reactive aldehyde handle, enabling direct integration into bioconjugation workflows. The electron-deficient difluoro substitution enhances stability and modulates reactivity in synthetic transformations.

Application

2,2-Difluorobenzo[d][1,3]dioxole-4-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the incorporation of a rigid, electron-deficient aromatic core with enhanced metabolic stability. The difluoro substitution pattern enhances lipophilicity and modulates electronic properties, while the aldehyde functionality facilitates efficient derivatization via reductive amination, Grignard additions, or condensation reactions. Its bench-stable nature and compatibility with diverse functional groups support reliable use in multi-step syntheses of bioactive molecules.

Synthesis

  • Route1
    • In-stock
      2,2-Difluorobenzo[d][1,3]dioxole|CS-W002572
      1583-59-1
    • null|null
      68-12-2
    • ~88%
    • In-stock
      2,2-Difluorobenzo[d][1,3]dioxole-4-carbaldehyde|CS-0052189
      119895-68-0

    References

    • Schlosser, Manfred; Gorecka, Joanna; Castagnetti, Eva European Journal of Organic Chemistry, 2003 , # 3 p. 452 - 462
  • Route2
    • null|null
      7681-38-1
    • null|null
      100-97-0
    • In-stock
      4-(Bromomethyl)-2,2-difluoro-2h-1,3-benzodioxole|CS-0310418
      72769-05-2
    • ~%
    • In-stock
      2,2-Difluorobenzo[d][1,3]dioxole-4-carbaldehyde|CS-0052189
      119895-68-0

    References

    • US5344944 A1, ;
  • Route3
    • 4-Dichloromethyl-2,2-Difluoro-benzo[1,3]dioxole|CS-0744593
      149045-77-2
    • null|null
      100-97-0
    • ~%
    • In-stock
      2,2-Difluorobenzo[d][1,3]dioxole-4-carbaldehyde|CS-0052189
      119895-68-0

    References

    • US5420308 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H317-H319-H335-H401-H411
Precautionary Statements : P210-P261-P264-P271-P272-P273-P280-P302+P352-P305+P351+P338-P362+P364-P370+P378-P391-P403+P233-P405-P501

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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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