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CS-W001157 4
Total: USD 88.00

3-Acetyl-2-bromopyridine

  • CAS No. 84199-61-1

  • Cat. No. CS-0005463
  • Purity≥96%
  • MDL No.MFCD04114370

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

3-Acetyl-2-bromopyridine|CS-0005463

Structure of 84199-61-1

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General Information

  • CAS No. 84199-61-1
  • Cat. No. CS-0005463
  • Purity ≥96%
  • MDL No. MFCD04114370
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO
  • Molecular Weight 200.03
  • Synonym(s) 1-(2-Brompyridin-3-yl)ethanon
  • SMILES O=C(C)C1=CC=CN=C1Br

Description

3-Acetyl-2-bromopyridine features a bromine atom at the 2-position and an acetyl group at the 3-position on a pyridine core, enabling selective functionalization in heterocyclic synthesis. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key intermediate for bioactive nitrogen-containing compounds.

Application

3-Acetyl-2-bromopyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions and nucleophilic substitution processes. The acetyl group provides a handle for further functionalization via oxidation or enolization, while the bromide facilitates coupling with arylboranes and other nucleophiles. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1-(2-Bromopyridin-3-yl)ethan-1-ol|CS-0136034
      84199-57-5
    • ~97%
    • In-stock
      3-Acetyl-2-bromopyridine|CS-0005463
      84199-61-1

    References

    • Journal of Chemical Research, Miniprint, , # 10 p. 2863 - 2878
  • Route2
    • null|null
      109-04-6
    • ~%
    • In-stock
      3-Acetyl-2-bromopyridine|CS-0005463
      84199-61-1

    References

    • Journal of Chemical Research, Miniprint, , # 10 p. 2863 - 2878
  • Route3

    References

    • Organic and Biomolecular Chemistry, , vol. 9, # 22 p. 7836 - 7848

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.0467
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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