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CS-W001157 4
Total: USD 88.00

1-Bromo-2-(difluoromethoxy)benzene

  • CAS No. 175278-33-8

  • Cat. No. CS-W007867
  • Purity≥95%
  • MDL No.MFCD00221468

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

1-Bromo-2-(difluoromethoxy)benzene|CS-W007867

Structure of 175278-33-8

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General Information

  • CAS No. 175278-33-8
  • Cat. No. CS-W007867
  • Purity ≥95%
  • MDL No. MFCD00221468
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₂O
  • Molecular Weight 223.01
  • Synonym(s) 2-(Difluoromethoxy)Bromobenzene
  • SMILES FC(F)OC1=CC=CC=C1Br

Description

1-Bromo-2-(difluoromethoxy)benzene features a strategically positioned difluoromethoxy group that enhances electron-withdrawal and metabolic stability. This ortho-brominated aryl difluoromethyl ether serves as a key building block for pharmaceutical intermediates, enabling efficient coupling reactions under standard conditions. Its bench-stable nature supports reliable handling in synthetic workflows.

Application

1-Bromo-2-(difluoromethoxy)benzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, including Suzuki, Stille, and Negishi couplings. The difluoromethoxy group imparts enhanced metabolic stability and modulates electronic properties, making this compound valuable in medicinal chemistry. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient synthesis of complex biaryl architectures.

Synthesis

  • Route1
    • null|null
      95-56-7
    • In-stock
      2-Chloro-2,2-difluoro-1-phenylethanone|CS-W015867
      384-67-8
    • ~54%
    • In-stock
      1-Bromo-2-(difluoromethoxy)benzene|CS-W007867
      175278-33-8

    References

    • Zhang, Laijun; Zheng, Ji; Hu, Jinbo Journal of Organic Chemistry, 2006 , vol. 71, # 26 p. 9845 - 9848

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.0505
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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