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CS-W001157 4
Total: USD 88.00

3-Chloroisonicotinaldehyde

  • CAS No. 72990-37-5

  • Cat. No. CS-W011026
  • Purity≥98%
  • MDL No.MFCD06200712

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

3-Chloroisonicotinaldehyde|CS-W011026

Structure of 72990-37-5

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General Information

  • CAS No. 72990-37-5
  • Cat. No. CS-W011026
  • Purity ≥98%
  • MDL No. MFCD06200712
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO
  • Molecular Weight 141.55
  • Synonym(s) 3-Chloropyridine-4-carboxaldehyde
  • SMILES ClC1=C(C=CN=C1)C=O

Description

3-Chloroisonicotinaldehyde delivers a reactive aldehyde group flanked by a chlorine substituent at the pyridine ring's meta position, enabling selective coupling in heterocyclic synthesis. This bench-stable, moisture-tolerant reagent integrates readily into pharmaceutical intermediates and functional materials.

Application

3-Chloroisonicotinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds. Its electrophilic aldehyde functionality reacts readily with amines, hydrazines, and nucleophiles under mild conditions, facilitating the synthesis of imines, hydrazones, and related derivatives. The ortho-chloro substituent enhances reactivity in cross-coupling processes and provides a handle for further functionalization, while maintaining bench stability and ease of purification—ideal for scalable synthesis and process development.

Synthesis

  • Route1
    • In-stock
      3-Chloropyridine|CS-W011253
      626-60-8
    • null|null
      68-12-2
    • ~86%
    • In-stock
      3-Chloroisonicotinaldehyde|CS-W011026
      72990-37-5

    References

    • Jeff Thrasher; Hembre, Erik J.; Gardinier, Kevin M.; Savin, Kenneth A.; Hong, Jian Eric; Jungheim, Louis N. Heterocycles, 2006 , vol. 67, # 2 p. 543 - 547
  • Route2
    • In-stock
      3-Chloropyridine|CS-W011253
      626-60-8
    • null|null
      541-41-3
    • ~40%
    • In-stock
      3-Chloroisonicotinaldehyde|CS-W011026
      72990-37-5

    References

    • Haack, Thomas; Fattori, Raimondo; Napoletano, Mauro; Pellacini, Franco; Fronza, Giovanni; Raffaini, Giuseppina; Ganazzoli, Fabio Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 14 p. 4425 - 4433
  • Route3
    • In-stock
      3-Chloropyridine|CS-W011253
      626-60-8
    • null|null
      109-94-4
    • ~%
    • In-stock
      3-Chloroisonicotinaldehyde|CS-W011026
      72990-37-5

    References

    • Journal of Organometallic Chemistry, , vol. 216, # 2 p. 139 - 147

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   1.5475
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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