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CS-W001157 4
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3,5-Dichloro-2-pyridinecarboxylic acid

  • CAS No. 81719-53-1

  • Cat. No. CS-W003033
  • Purity≥98%
  • MDL No.MFCD03230005

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

3,5-Dichloro-2-pyridinecarboxylic acid|CS-W003033

Structure of 81719-53-1

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General Information

  • CAS No. 81719-53-1
  • Cat. No. CS-W003033
  • Purity ≥98%
  • MDL No. MFCD03230005
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂NO₂
  • Molecular Weight 192.00
  • Synonym(s) 3,5-Dichloropyridine-2-carboxylic acid
  • SMILES Clc1cnc(c(c1)Cl)C(=O)O

Description

3,5-Dichloro-2-pyridinecarboxylic acid features a rigid pyridine core bearing two chlorine substituents at the 3 and 5 positions, enhancing electron deficiency and metabolic stability. The carboxylic acid group enables direct coupling or salt formation for downstream derivatization. This configuration imparts high reactivity in amide bond formation and improved solubility in polar solvents, making it valuable for pharmaceutical intermediates and agrochemical synthesis under standard conditions.

Application

3,5-Dichloro-2-pyridinecarboxylic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of bioactive heterocycles. Its electron-deficient pyridine core facilitates nucleophilic substitution and coupling reactions, while the carboxylic acid group supports direct derivatization or salt formation. Bench-stable and readily purified, it functions effectively in standard synthetic workflows requiring halogenated pyridine scaffolds.

Synthesis

  • Route1

    References

    • ARDEA BIOSCIENCES INC. Patent: WO2009/89263 A2, 2009 ; Location in patent: Page/Page column 117 ;
  • Route2
    • In-stock
      2-Bromo-3,5-dichloropyridine|CS-W007790
      14482-51-0
    • null|null
      124-38-9
    • ~87%
    • In-stock
      3,5-Dichloro-2-pyridinecarboxylic acid|CS-W003033
      81719-53-1

    References

    • Marzi, Elena; Bigi, Anna; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 7 p. 1371 - 1376
  • Route3
    • null|null
      109-06-8
    • ~%
    • In-stock
      3,5-Dichloro-2-pyridinecarboxylic acid|CS-W003033
      81719-53-1

    References

    • Journal of the Chemical Society, , vol. 93, p. 1998

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   50.19
  • LogP   2.0866
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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