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3,3-Dimethyldihydro-2H-pyran-2,6(3H)-dione

  • CAS No. 2938-48-9

  • Cat. No. CS-0153793
  • Purity≥98%
  • MDL No.MFCD00006682

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

3,3-Dimethyldihydro-2H-pyran-2,6(3H)-dione|CS-0153793

Structure of 2938-48-9

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General Information

  • CAS No. 2938-48-9
  • Cat. No. CS-0153793
  • Purity ≥98%
  • MDL No. MFCD00006682
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₃
  • Molecular Weight 142.15
  • Synonym(s) 2,2-Dimethylglutaric anhydride
  • SMILES CC1(C)CCC(=O)OC1=O

Description

3,3-Dimethyldihydro-2H-pyran-2,6(3H)-dione features a sterically hindered β-ketoester scaffold with enhanced stability under standard conditions. This bench-stable diketone integrates readily into multicomponent syntheses, serving as a key building block for complex heterocyclic systems and functionalized carbonyl architectures.

Application

3,3-Dimethyldihydro-2H-pyran-2,6(3H)-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted γ-lactones and heterocyclic scaffolds. Its stable α,β-unsaturated δ-lactone framework facilitates conjugate additions and cycloadditions under mild conditions. The molecule exhibits excellent bench stability, tolerates diverse functional groups, and simplifies purification—making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Pichette, Simon; Aubert-Nicol, Samuel; Lessard, Jean; Spino, Claude European Journal of Organic Chemistry, 2012 , # 7 p. 1328 - 1335
  • Route2
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    • In-stock
      3,3-Dimethyldihydro-2H-pyran-2,6(3H)-dione|CS-0153793
      2938-48-9

    References

    • Bruice,T.C.; Pandit,U.K. Journal of the American Chemical Society, 1960 , vol. 82, p. 5858 - 5865
  • Route3

    References

    • Tiemann Chemische Berichte, 1896 , vol. 29, p. 3007 Chemische Berichte, 1895 , vol. 28, p. 1083

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   43.37
  • LogP   0.8762
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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