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1-Bromo-3-(difluoromethyl)-5-fluorobenzene

  • CAS No. 627526-90-3

  • Cat. No. CS-0060190
  • Purity≥97%
  • MDL No.None

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

1-Bromo-3-(difluoromethyl)-5-fluorobenzene|CS-0060190

Structure of 627526-90-3

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General Information

  • CAS No. 627526-90-3
  • Cat. No. CS-0060190
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrF₃
  • Molecular Weight 225.01
  • Synonym(s) 1-Bromo-3-difluoromethyl-5-fluorobenzene
  • SMILES C1=C(C=C(C=C1Br)F)C(F)F

Description

1-Bromo-3-(difluoromethyl)-5-fluorobenzene features a strategically positioned difluoromethyl group that enhances metabolic stability and modulates electronic properties. The para-fluoro substitution imparts electron-withdrawing character, while the bromo handle enables efficient cross-coupling reactions. This compound serves as a valuable building block for fluorinated aromatic scaffolds in medicinal chemistry and agrochemical development.

Application

1-Bromo-3-(difluoromethyl)-5-fluorobenzene serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl architectures. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, while the bromo and fluoro substituents offer orthogonal reactivity for sequential functionalization. Bench-stable and compatible with standard coupling conditions, it facilitates efficient access to fluorinated aromatic scaffolds relevant to API development.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2008/145563 A2, 2008 ; Location in patent: Page/Page column 18 ;

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.5258
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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