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2-(Hydroxymethyl)prop-2-enoic acid

  • CAS No. 4370-80-3

  • Cat. No. CS-0234763
  • Purity≥95%
  • MDL No.MFCD01938626

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

2-(Hydroxymethyl)prop-2-enoic acid|CS-0234763

Structure of 4370-80-3

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General Information

  • CAS No. 4370-80-3
  • Cat. No. CS-0234763
  • Purity ≥95%
  • MDL No. MFCD01938626
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆O₃
  • Molecular Weight 102.09
  • Synonym(s) 2-(Hydroxymethyl)acrylic acid
  • SMILES C=C(CO)C(O)=O

Description

2-(Hydroxymethyl)prop-2-enoic acid features a conjugated enoic acid scaffold with a pendant hydroxymethyl group, enabling direct functionalization in synthesis. This structure supports integration into polymer backbones and bioconjugation workflows due to its reactive carboxylic acid and accessible alcohol moiety.

Application

2-(Hydroxymethyl)prop-2-enoic acid serves as a versatile building block for α,β-unsaturated carboxylic acids, enabling direct access to functionalized heterocycles and bioactive scaffolds. Its pendant hydroxymethyl group offers site-specific derivatization potential while maintaining compatibility with standard coupling and protection protocols. The molecule exhibits sufficient bench stability and facilitates efficient transformations in aqueous or mixed solvent systems, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Mendgen, Thomas; Scholz, Therese; Klein, Christian D. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 19 p. 5757 - 5762
  • Route2

    References

    • Jaegli, Stephanie; Vors, Jean-Pierre; Neuville, Luc; Zhu, Jieping Synlett, 2009 , # 18 p. 2997 - 2999
  • Route3
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    • ~%
    • In-stock
      2-(Hydroxymethyl)prop-2-enoic acid|CS-0234763
      4370-80-3

    References

    • Jones et al. Journal of the Chemical Society, 1950 , p. 236,240

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   -0.3805
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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