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CS-W001157 4
Total: USD 88.00

3-Chloropicolinic acid

  • CAS No. 57266-69-0

  • Cat. No. CS-W002811
  • Purity≥95%
  • MDL No.MFCD01646325

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

3-Chloropicolinic acid|CS-W002811

Structure of 57266-69-0

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General Information

  • CAS No. 57266-69-0
  • Cat. No. CS-W002811
  • Purity ≥95%
  • MDL No. MFCD01646325
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO₂
  • Molecular Weight 157.55
  • Synonym(s) 3-Chloro-2-Picolinic Acid
  • SMILES OC(=O)c1ncccc1Cl

Description

3-Chloropicolinic acid is a bench-stable, electron-deficient heterocyclic carboxylic acid featuring a chlorine substituent at the 3-position of the pyridine ring. This configuration enhances its utility in coupling reactions and as a building block for pharmaceutical intermediates and ligands in transition metal catalysis.

Application

3-Chloropicolinic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of a halogenated pyridine moiety into target molecules. Its carboxylic acid functionality facilitates amidation, esterification, and coupling reactions under standard conditions. The ortho-chloro substituent enhances electrophilic reactivity and provides a handle for subsequent cross-coupling transformations, while the compound exhibits good bench stability and ease of purification, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1

    References

    • US4853027 A1, ;
  • Route2

    References

    • Iqbal, Nadeem; Akula, Murthy R.; Vo, Dean; Matowe, Wandikayi C.; McEwen, Carol-Anne; Wolowyk, Michael W.; Knaus, Edward E. Journal of Medicinal Chemistry, 1998 , vol. 41, # 11 p. 1827 - 1837
  • Route3

    References

    • Tetrahedron, , vol. 58, # 33 p. 6723 - 6728

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.4332
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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