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CS-W001157 4
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3-Bromopicolinaldehyde

  • CAS No. 405174-97-2

  • Cat. No. CS-0094289
  • Purity≥97%
  • MDL No.MFCD07781220

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

3-Bromopicolinaldehyde|CS-0094289

Structure of 405174-97-2

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General Information

  • CAS No. 405174-97-2
  • Cat. No. CS-0094289
  • Purity ≥97%
  • MDL No. MFCD07781220
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrNO
  • Molecular Weight 186.01
  • Synonym(s) 3-Bromopyridine-2-carboxaldehyde
  • SMILES O=CC1=NC=CC=C1Br

Description

3-Bromopicolinaldehyde delivers a reactive aldehyde functionality positioned ortho to a bromine-substituted pyridine ring. This electron-deficient heterocycle enables direct coupling in cross-coupling protocols and facilitates integration into complex scaffolds under mild conditions. The molecule exhibits enhanced stability during handling compared to analogous halogenated aldehydes, simplifying use in synthetic workflows.

Application

3-Bromopicolinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the pyridine ring and aldehyde moiety. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the aldehyde group supports nucleophilic additions, condensations, and reductive amination protocols. The compound exhibits good bench stability and is compatible with standard protecting group strategies, making it a practical intermediate for heterocyclic synthesis and medicinal chemistry applications.

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   29.96
  • LogP   1.6566
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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