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CS-W001157 4
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3-Bromo-2-trifluoromethylpyridine

  • CAS No. 590371-58-7

  • Cat. No. CS-0005665
  • Purity≥98%
  • MDL No.MFCD08458124

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

3-Bromo-2-trifluoromethylpyridine|CS-0005665

Structure of 590371-58-7

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General Information

  • CAS No. 590371-58-7
  • Cat. No. CS-0005665
  • Purity ≥98%
  • MDL No. MFCD08458124
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrF₃N
  • Molecular Weight 225.99
  • Synonym(s) 3-Bromo-2-(trifluoromethyl)pyridine
  • SMILES FC(C1=NC=CC=C1Br)(F)F

Description

3-Bromo-2-trifluoromethylpyridine features a trifluoromethyl group adjacent to a bromine-substituted pyridine ring, enabling direct coupling in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the fluorinated moiety enhances metabolic stability and lipophilicity in medicinal chemistry applications. This scaffold integrates readily into bioactive molecules and advanced materials.

Application

3-Bromo-2-trifluoromethylpyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the bromine facilitates selective functionalization. Its bench-stable nature and compatibility with common reaction conditions make it a practical choice for constructing complex heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Cottet, Fabrice; Marull, Marc; Lefebvre, Olivier; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1559 - 1568
  • Route2

    References

    • European Journal of Organic Chemistry, , # 8 p. 1559 - 1568
  • Route3
    • 2-Chloro-3-(trimethylsilyl)pyridine|CS-0359143
      77332-76-4
    • ~%
    • In-stock
      3-Bromo-2-trifluoromethylpyridine|CS-0005665
      590371-58-7

    References

    • European Journal of Organic Chemistry, , # 8 p. 1559 - 1568

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   12.89
  • LogP   2.8629
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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