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CS-W001157 4
Total: USD 88.00

Ethyl pivaloylacetate

  • CAS No. 17094-34-7

  • Cat. No. CS-0131139
  • Purity≥97%
  • MDL No.MFCD00042886

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

Ethyl pivaloylacetate|CS-0131139

Structure of 17094-34-7

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General Information

  • CAS No. 17094-34-7
  • Cat. No. CS-0131139
  • Purity ≥97%
  • MDL No. MFCD00042886
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆O₃
  • Molecular Weight 172.22
  • Synonym(s) None
  • SMILES O=C(OCC)CC(C(C)(C)C)=O

Description

Ethyl pivaloylacetate features a sterically hindered acetyl group flanked by a pivaloyl moiety, enabling selective reactivity in aldol-type condensations. This bench-stable ester integrates readily into complex molecule synthesis under standard conditions.

Application

Ethyl pivaloylacetate serves as a versatile β-keto ester building block, enabling efficient construction of substituted pyrazoles, isoxazoles, and heterocyclic scaffolds via condensation and cyclization reactions. Its tert-butyl group provides enhanced steric shielding and bench stability, while the enolizable α-proton facilitates facile alkylation and aldol-type transformations under mild conditions. The compound exhibits excellent functional group tolerance and simplifies purification due to its crystalline nature and predictable reactivity profile in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      105-36-2
    • null|null
      155688-68-9
    • ~11%
    • In-stock
      Ethyl pivaloylacetate|CS-0131139
      17094-34-7

    References

    • Journal of Heterocyclic Chemistry, , vol. 32, # 3 p. 723 - 726
  • Route2
    • In-stock
      3-Ethoxy-3-oxopropanoic acid potassium|CS-D1444
      6148-64-7
    • null|null
      3282-30-2
    • ~%
    • In-stock
      Ethyl pivaloylacetate|CS-0131139
      17094-34-7

    References

    • Tetrahedron Letters, , vol. 43, # 7 p. 1161 - 1164
  • Route3
    • null|null
      3282-30-2
    • ~%
    • In-stock
      Ethyl pivaloylacetate|CS-0131139
      17094-34-7

    References

    • Bulletin of the Chemical Society of Japan, , vol. 58, # 1 p. 395 - 396

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   43.37
  • LogP   1.5548
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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