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CS-W001157 4
Total: USD 88.00

Benzoylacetone

  • CAS No. 93-91-4

  • Cat. No. CS-W014323
  • Purity≥97%
  • MDL No.MFCD00008786

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

Benzoylacetone|CS-W014323

Structure of 93-91-4

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General Information

  • CAS No. 93-91-4
  • Cat. No. CS-W014323
  • Purity ≥97%
  • MDL No. MFCD00008786
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight None
  • Synonym(s) None
  • SMILES CC(CC(C1=CC=CC=C1)=O)=O

Description

Benzoylacetone features a conjugated enone system that enables efficient participation in Claisen condensations and Michael additions. This diketone integrates readily into heterocyclic syntheses, offering high reactivity under mild conditions. Its stability under standard bench protocols facilitates handling in multi-step transformations.

Application

Benzoylacetone serves as a versatile 1,3-dicarbonyl building block in synthetic organic chemistry, enabling efficient construction of heterocycles such as pyrazoles, isoxazoles, and substituted cyclohexenones. Its well-defined enolization behavior facilitates aldol-type condensations and metal-catalyzed coupling reactions. The molecule exhibits bench stability, ease of purification, and tolerance for diverse functional groups, making it a practical reagent in medicinal chemistry lead optimization and natural product synthesis workflows.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 56, p. 2665,2666 Journal of the American Chemical Society, , vol. 52, p. 3212,3217
  • Route2

    References

    • Elmorsy, Saad S.; Badawy, Doria S.; Khatab, Tamer K. Phosphorus, Sulfur and Silicon and the Related Elements, 2005 , vol. 180, # 1 p. 109 - 116
  • Route3

    References

    • Tsuji, Jiro; Nagashima, Hideo; Hori, Kimihiko Chemistry Letters, 1980 , p. 257 - 260

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   1.8484
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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