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CS-W001157 4
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Ethyl 3-hydroxy-2,2-dimethylpropanoate

  • CAS No. 14002-73-4

  • Cat. No. CS-W022673
  • Purity≥95%
  • MDL No.MFCD21643853

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

Ethyl 3-hydroxy-2,2-dimethylpropanoate|CS-W022673

Structure of 14002-73-4

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General Information

  • CAS No. 14002-73-4
  • Cat. No. CS-W022673
  • Purity ≥95%
  • MDL No. MFCD21643853
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄O₃
  • Molecular Weight 146.18
  • Synonym(s) None
  • SMILES O=C(OCC)C(C)(C)CO

Description

Ethyl 3-hydroxy-2,2-dimethylpropanoate features a tertiary alcohol moiety flanked by two methyl groups, conferring steric protection and enhanced stability. This bench-stable ester integrates readily into synthetic sequences requiring a protected hydroxyl handle, enabling efficient functionalization in complex molecule assembly.

Application

Ethyl 3-hydroxy-2,2-dimethylpropanoate serves as a versatile building block in synthetic organic chemistry, enabling the construction of sterically hindered tertiary alcohol motifs. Its hydroxyl group facilitates efficient derivatization via esterification, etherification, or protection strategies, while the geminal dimethyl substitution imparts enhanced bench stability and resistance to racemization. The molecule functions effectively in coupling reactions and heterocycle synthesis, particularly in the development of constrained scaffolds relevant to medicinal chemistry and process-oriented synthesis.

Synthesis

  • Route1
    • In-stock
      3-Hydroxy-2,2-dimethylpropanoic acid|CS-W011224
      4835-90-9
    • null|null
      75-03-6
    • ~70%
    • In-stock
      Ethyl 3-hydroxy-2,2-dimethylpropanoate|CS-W022673
      14002-73-4

    References

    • Jandeleit, Bernd; Li, Yunxiao; Gallop, Mark A.; Zerangue, Noa; Virsik, Peter A.; Fischer, Wolf-Nicolas Patent: US2009/69419 A1, 2009 ; Location in patent: Page/Page column 43-44 ;
  • Route2
    • null|null
      64-17-5
    • In-stock
      3-Hydroxy-2,2-dimethylpropanoic acid|CS-W011224
      4835-90-9
    • ~%
    • In-stock
      Ethyl 3-hydroxy-2,2-dimethylpropanoate|CS-W022673
      14002-73-4

    References

    • Rondestvedt,C.S.; Mantell,G.J. Journal of the American Chemical Society, 1962 , vol. 84, p. 3307 - 3319
  • Route3
    • null|null
      600-00-0
    • ~%
    • In-stock
      Ethyl 3-hydroxy-2,2-dimethylpropanoate|CS-W022673
      14002-73-4

    References

    • Rothstein; Saville Journal of the Chemical Society, 1949 , p. 1946,1949

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

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.568
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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