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CS-W001157 4
Total: USD 88.00

4-Hydroxymethylpyrazole

  • CAS No. 25222-43-9

  • Cat. No. CS-W009163
  • Molecule weight98.11
  • Purity≥97%
  • MDL No.MFCD06797673

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

4-Hydroxymethylpyrazole|CS-W009163

Structure of 25222-43-9

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General Information

  • CAS No. 25222-43-9
  • Cat. No. CS-W009163
  • Purity ≥97%
  • MDL No. MFCD06797673
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆N₂O
  • Molecular Weight 98.11
  • Synonym(s) None
  • SMILES OCC1=CNN=C1

Description

4-Hydroxymethylpyrazole integrates a reactive hydroxymethyl group at the pyrazole ring's 4-position, enabling facile functionalization in synthetic transformations. This bench-stable heterocycle features enhanced solubility and compatibility with aqueous and polar organic media, supporting efficient derivatization for medicinal chemistry and materials applications.

Application

4-Hydroxymethylpyrazole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyrazole core. The hydroxymethyl group facilitates subsequent derivatization via oxidation, etherification, or coupling reactions, while maintaining compatibility with common protecting group strategies. Its bench-stable nature and solubility in polar solvents support reliable handling in multi-step syntheses.

Synthesis

  • Route1

    References

    • Bur, Daniel; Gude, Markus; Hubschwerlen, Christian; Panchaud, Philippe Patent: US2013/96119 A1, 2013 ; Location in patent: Paragraph 1626; 1627 ;
  • Route2
    • (1-Benzyl-1H-pyrazol-4-yl)methanol|CS-0380067
      70817-17-3
    • ~%
    • In-stock
      4-Hydroxymethylpyrazole|CS-W009163
      25222-43-9

    References

    • Journal of the American Chemical Society, , vol. 71, p. 4000
  • Route3
    • null|null
      186581-53-3
    • null|null
      60-29-7
    • null|null
      107-19-7
    • ~%
    • In-stock
      4-Hydroxymethylpyrazole|CS-W009163
      25222-43-9
    • In-stock
      (1H-Pyrazol-3-yl)methanol|CS-0052530
      23585-49-1

    References

    • Journal of the American Chemical Society, , vol. 71, p. 4000

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   48.91
  • LogP   -0.098
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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