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CS-W001157 4
Total: USD 88.00

4,6-Dimethylpyridin-2-ol

  • CAS No. 16115-08-5

  • Cat. No. CS-W022061
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD00831528

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

4,6-Dimethylpyridin-2-ol|CS-W022061

Structure of 16115-08-5

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General Information

  • CAS No. 16115-08-5
  • Cat. No. CS-W022061
  • Purity ≥98%
  • MDL No. MFCD00831528
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO
  • Molecular Weight None
  • Synonym(s) 4,6-dimethylpyridin-2(1H)-one
  • SMILES CC1=CC(O)=NC(C)=C1

Description

4,6-Dimethylpyridin-2-ol features a pyridinol core with methyl groups at the 4 and 6 positions, conferring enhanced stability and steric protection to the phenolic hydroxyl. This configuration enables selective metal coordination and facilitates use in ligand design for transition metal catalysis, particularly in palladium-catalyzed cross-coupling processes where robustness under reaction conditions is critical.

Application

4,6-Dimethylpyridin-2-ol serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted pyridine scaffolds through standard functional group transformations. Its ortho-hydroxyl group facilitates metal-catalyzed coupling reactions and acts as a directing group in C–H activation processes. The methyl substituents enhance metabolic stability and influence electronic properties, while the compound exhibits good bench stability and ease of purification, making it suitable for iterative synthetic campaigns in API development.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 11, p. 751,756
  • Route2
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      101038-11-3
    • ~%
    • In-stock
      4,6-Dimethylpyridin-2-ol|CS-W022061
      16115-08-5

    References

    • Journal of the Chemical Society, , vol. 67, p. 222
  • Route3

    References

    • Journal of the Chemical Society, , vol. 81, p. 116

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-H335-H320
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.40404
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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