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CS-W001157 4
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4-Bromo-1-(difluoromethoxy)-2-fluorobenzene

  • CAS No. 147992-27-6

  • Cat. No. CS-0077243
  • Purity≥97%
  • MDL No.MFCD11036067

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

4-Bromo-1-(difluoromethoxy)-2-fluorobenzene|CS-0077243

Structure of 147992-27-6

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General Information

  • CAS No. 147992-27-6
  • Cat. No. CS-0077243
  • Purity ≥97%
  • MDL No. MFCD11036067
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrF₃O
  • Molecular Weight 241.01
  • Synonym(s) 4-Bromo-alpha,alpha,2-trifluoroanisole
  • SMILES FC1=CC(Br)=CC=C1OC(F)F

Description

4-Bromo-1-(difluoromethoxy)-2-fluorobenzene features a fluorinated aromatic core with orthogonal reactivity, enabling seamless integration into cross-coupling processes. The difluoromethoxy group enhances metabolic stability and modulates electronic properties, while the bromine and ortho-fluorine substituents provide complementary handles for sequential functionalization under standard conditions.

Application

4-Bromo-1-(difluoromethoxy)-2-fluorobenzene serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromine reactivity. The difluoromethoxy group enhances metabolic stability and modulates lipophilicity, while the ortho-fluoro substituent provides favorable electronic effects and potential for directed functionalization. This compound exhibits excellent bench stability and facilitates efficient synthesis of fluorinated aromatic scaffolds relevant to pharmaceutical development.

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   9.23
  • LogP   3.1896
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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