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CS-W001157 4
Total: USD 88.00

1,1',1''-(Benzene-1,3,5-triyl)tris(ethan-1-one)

  • CAS No. 779-90-8

  • Cat. No. CS-0132625
  • Purity≥98%
  • MDL No.MFCD00008741

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

1,1',1''-(Benzene-1,3,5-triyl)tris(ethan-1-one)|CS-0132625

Structure of 779-90-8

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General Information

  • CAS No. 779-90-8
  • Cat. No. CS-0132625
  • Purity ≥98%
  • MDL No. MFCD00008741
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂O₃
  • Molecular Weight 204.22
  • Synonym(s) 1,3,5-Triacetylbenzene
  • SMILES O=C(C)C1=CC(C(C)=O)=CC(C(C)=O)=C1

Description

This triketone features a central benzene ring substituted with three acetyl groups at the 1,3,5-positions, delivering high symmetry and enhanced stability. The electron-deficient carbonyl moieties enable efficient participation in nucleophilic addition reactions, particularly in transition metal-catalyzed coupling processes. Bench-stable and readily soluble in common organic solvents, it serves as a robust scaffold for constructing complex molecular architectures in synthetic organic chemistry and materials science applications.

Application

1,1',1''-(Benzene-1,3,5-triyl)tris(ethan-1-one) serves as a versatile triketone scaffold for constructing complex polycyclic architectures. Its three ketone functionalities enable sequential aldol condensations, reductive aminations, and metal-catalyzed couplings, facilitating rapid access to diverse heterocyclic systems. The molecule exhibits good bench stability and simplifies purification due to predictable chromatographic behavior, making it a practical building block in multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      1423-60-5
    • ~73%
    • In-stock
      1,1',1''-(Benzene-1,3,5-triyl)tris(ethan-1-one)|CS-0132625
      779-90-8
    • null|null
      89725-66-6

    References

    • Journal of the American Chemical Society, , vol. 128, # 47 p. 15094 - 15095
  • Route2
    • null|null
      78-94-4
    • ~59%
    • In-stock
      1,1',1''-(Benzene-1,3,5-triyl)tris(ethan-1-one)|CS-0132625
      779-90-8

    References

    • Jiang, Huan-Feng; Shen, Yan-Xia; Wang, Zhao-Yang Tetrahedron Letters, 2007 , vol. 48, # 42 p. 7542 - 7545
  • Route3
    • null|null
      1423-60-5
    • ~97%
    • In-stock
      1,1',1''-(Benzene-1,3,5-triyl)tris(ethan-1-one)|CS-0132625
      779-90-8

    References

    • Zhou, Qing-Fa; Yang, Fei; Guo, Qing-Xiang; Xue, Song Synlett, 2007 , # 2 p. 215 - 218

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

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Computational Chemistry Data

  • TPSA   51.21
  • LogP   2.2944
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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