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2,6-Dimethylnicotinic acid

  • CAS No. 5860-71-9

  • Cat. No. CS-0038247
  • Purity≥98%
  • MDL No.MFCD06738677

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

2,6-Dimethylnicotinic acid|CS-0038247

Structure of 5860-71-9

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General Information

  • CAS No. 5860-71-9
  • Cat. No. CS-0038247
  • Purity ≥98%
  • MDL No. MFCD06738677
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) 3-Pyridinecarboxylicacid,2,6-dimethyl-(9CI)
  • SMILES O=C(C1=CC=C(C)N=C1C)O

Description

2,6-Dimethylnicotinic acid features a sterically hindered pyridine core with methyl groups at the 2- and 6-positions, enhancing stability and influencing electronic properties. This substitution pattern imparts unique reactivity in synthetic transformations, particularly in ligand design and pharmaceutical intermediates. The molecule exhibits favorable solubility in organic solvents and maintains bench-stability under standard conditions.

Application

2,6-Dimethylnicotinic acid serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a sterically constrained pyridine core with enhanced metabolic stability. Its methyl groups at the 2- and 6-positions provide ortho-directed functionalization potential and improve lipophilicity, while the carboxylic acid facilitates straightforward derivatization via amide, ester, or acyl chloride formation. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1
    • Ethyl 2,6-dimethylpyridine-3-carboxylate|CS-0308496
      1721-13-7
    • ~%
    • In-stock
      2,6-Dimethylnicotinic acid|CS-0038247
      5860-71-9

    References

    • DE936448 , ; Doklady Akademii Nauk SSSR, , vol. 79, p. 609,611 Chem.Abstr., , p. 15894

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

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.39664
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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