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CS-W001157 4
Total: USD 88.00

4-Chloronicotinonitrile

  • CAS No. 89284-61-7

  • Cat. No. CS-W018972
  • Purity≥95%
  • MDL No.MFCD08234759

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

4-Chloronicotinonitrile|CS-W018972

Structure of 89284-61-7

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General Information

  • CAS No. 89284-61-7
  • Cat. No. CS-W018972
  • Purity ≥95%
  • MDL No. MFCD08234759
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃ClN₂
  • Molecular Weight 138.00
  • Synonym(s) 4-Chloro-3-cyanopyridine
  • SMILES N#CC1=C(Cl)C=CN=C1

Description

4-Chloronicotinonitrile features a chlorine substituent at the pyridine ring's 4-position and a nitrile group at the 3-position, delivering high electron deficiency and enhanced reactivity in cross-coupling processes. This bench-stable heterocycle integrates readily into pharmaceutical intermediates and functional materials.

Application

4-Chloronicotinonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via nucleophilic substitution and palladium-catalyzed coupling reactions. Its ortho-chloro and nitrile functionalities offer high reactivity and compatibility with diverse functional groups, facilitating straightforward derivatization under standard conditions. The compound exhibits excellent bench stability and is readily purified by recrystallization or distillation, making it ideal for scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark Patent: US2007/49603 A1, 2007 ; Location in patent: Page/Page column 47 ; US 20070049603 A1
  • Route2
    • (E)-4-chloronicotinaldehyde oxime|CS-0514775
      471909-43-0
    • ~%
    • In-stock
      4-Chloronicotinonitrile|CS-W018972
      89284-61-7

    References

    • EP1348706 A1, ; Page/Page column 38 ;
  • Route3
    • null|null
      100-54-9
    • ~37%
    • 3-Pyridinecarbonitrile, 2-chloro-|CS-0654103
      6602-54-6
    • In-stock
      4-Chloronicotinonitrile|CS-W018972
      89284-61-7

    References

    • Tetrahedron Letters, , vol. 46, # 1 p. 135 - 137

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   36.68
  • LogP   1.60668
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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