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CS-W001157 4
Total: USD 88.00

2,6-Dichloroisonicotinaldehyde

  • CAS No. 113293-70-2

  • Cat. No. CS-0091259
  • Purity≥96%
  • MDL No.None

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

2,6-Dichloroisonicotinaldehyde|CS-0091259

Structure of 113293-70-2

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General Information

  • CAS No. 113293-70-2
  • Cat. No. CS-0091259
  • Purity ≥96%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂NO
  • Molecular Weight 176.00
  • Synonym(s) 2,6-Dichloropyridine-4-carboxaldehyde
  • SMILES O=CC1=CC(Cl)=NC(Cl)=C1

Description

2,6-Dichloroisonicotinaldehyde features a sterically hindered pyridine core with electron-withdrawing chlorine substituents at the 2 and 6 positions, enhancing its electrophilicity. This configuration promotes efficient coupling in cross-coupling reactions and improves stability under standard handling conditions. The aldehyde functionality enables direct incorporation into heterocyclic scaffolds and conjugated systems.

Application

2,6-Dichloroisonicotinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of heterocyclic scaffolds and functionalized aromatic systems. Its dual chloro substituents enhance electrophilicity at the aldehyde carbon, facilitating nucleophilic addition and condensation reactions. The molecule exhibits good bench stability and is compatible with standard purification methods, making it suitable for use in medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • In-stock
      2,6-Dichloropyridine|CS-W020060
      2402-78-0
    • null|null
      68-12-2
    • ~88%
    • In-stock
      2,6-Dichloroisonicotinaldehyde|CS-0091259
      113293-70-2

    References

    • Krasovskiy, Arkady; Krasovskaya, Valeria; Knochel, Paul Angewandte Chemie - International Edition, 2006 , vol. 45, # 18 p. 2958 - 2961
  • Route2

    References

    • Osuka, Atsuhiro; Yoneshima, Ryusho; Shiratori, Hideo; Okada, Tadashi; Taniguchi, Seiji; Mataga, Noboru Chemical Communications, 1998 , # 15 p. 1567 - 1568
  • Route3

    References

    • Chemical Communications, , # 15 p. 1567 - 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   29.96
  • LogP   2.2009
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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