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CS-W001157 4
Total: USD 88.00

1-Bromo-2-(trifluoromethoxy)benzene

  • CAS No. 64115-88-4

  • Cat. No. CS-W012801
  • Purity≥98%
  • MDL No.MFCD00040942

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

1-Bromo-2-(trifluoromethoxy)benzene|CS-W012801

Structure of 64115-88-4

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General Information

  • CAS No. 64115-88-4
  • Cat. No. CS-W012801
  • Purity ≥98%
  • MDL No. MFCD00040942
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrF₃O
  • Molecular Weight 241.01
  • Synonym(s) 2-Bromo-6-(trifluoromethyl)anisole
  • SMILES C1=C(C(=CC=C1)Br)OC(F)(F)F

Description

1-Bromo-2-(trifluoromethoxy)benzene features a strategically positioned trifluoromethoxy group that enhances electron-withdrawal and metabolic stability. This aryl bromide integrates readily into cross-coupling reactions, delivering fluorinated aromatic scaffolds with high functional group tolerance under standard conditions.

Application

1-Bromo-2-(trifluoromethoxy)benzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, making this aryl halide valuable for medicinal chemistry applications. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient synthesis of complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      456-55-3
    • ~71%
    • In-stock
      1-Bromo-2-(trifluoromethoxy)benzene|CS-W012801
      64115-88-4

    References

    • Castagnetti, Eva; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 4 p. 691 - 695
  • Route2
    • null|null
      456-55-3
    • ~13%
    • In-stock
      1-Bromo-2-(trifluoromethoxy)benzene|CS-W012801
      64115-88-4
    • In-stock
      1-Bromo-4-(trifluoromethoxy)benzene|CS-W010286
      407-14-7

    References

    • Journal of the American Chemical Society, , vol. 109, p. 3708
  • Route3
    • null|null
      334778-34-6
    • In-stock
      4-Bromo-2,2-difluoro-1,3-benzodioxole|CS-W001180
      144584-66-7
    • ~%
    • null|null
      125941-12-0
    • In-stock
      1-Bromo-2-(trifluoromethoxy)benzene|CS-W012801
      64115-88-4

    References

    • Journal of Organic Chemistry, , vol. 74, # 1 p. 222 - 229

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.3477
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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