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CS-W001157 4
Total: USD 88.00

4-Bromo-2,2-difluoro-1,3-benzodioxole

  • CAS No. 144584-66-7

  • Cat. No. CS-W001180
  • Purity≥97%
  • MDL No.MFCD01631385

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

4-Bromo-2,2-difluoro-1,3-benzodioxole|CS-W001180

Structure of 144584-66-7

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General Information

  • CAS No. 144584-66-7
  • Cat. No. CS-W001180
  • Purity ≥97%
  • MDL No. MFCD01631385
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrF₂O₂
  • Molecular Weight 237.00
  • Synonym(s) 1,3-Benzodioxol-4-bromo,2,2-difluoro
  • SMILES Brc1cccc2c1OC(O2)(F)F

Description

4-Bromo-2,2-difluoro-1,3-benzodioxole features a brominated aromatic core with two fluorine atoms at the 2-position, imparting enhanced electron-withdrawing character and metabolic stability. This trifluorinated benzodioxole scaffold serves as a robust building block in medicinal chemistry, enabling efficient coupling reactions under standard conditions while maintaining bench-stable handling properties.

Application

4-Bromo-2,2-difluoro-1,3-benzodioxole serves as a versatile building block in medicinal chemistry, enabling the introduction of both bromo and difluoromethylene motifs into complex scaffolds. Its stability under standard synthetic conditions facilitates palladium-catalyzed cross-coupling reactions, while the ortho-difluoro substitution enhances metabolic stability and modulates electronic properties. The molecule functions effectively in the synthesis of fluorinated heterocycles and bioactive compounds requiring halogenated aromatic cores.

Synthesis

  • Route1

    References

    • Schlosser, Manfred; Gorecka, Joanna; Castagnetti, Eva European Journal of Organic Chemistry, 2003 , # 3 p. 452 - 462

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-H319-H335-H401-H411
Precautionary Statements : P210-P261-P264-P271-P273-P280-P302+P352-P305+P351+P338-P362-P370+P378-P391-P403+P233-P403+P235-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.7706
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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