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CS-W001157 4
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2H-Acenaphthylen-1-one

  • CAS No. 2235-15-6

  • Cat. No. CS-0036480
  • Purity≥98%
  • MDL No.None

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

2H-Acenaphthylen-1-one|CS-0036480

Structure of 2235-15-6

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General Information

  • CAS No. 2235-15-6
  • Cat. No. CS-0036480
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈O
  • Molecular Weight 168.19
  • Synonym(s) 1-Acenaphthenone
  • SMILES C1=CC2=C3C(=C1)CC(=O)C3=CC=C2

Description

Acenaphthylen-1(2H)-one features a reactive ketone moiety flanked by a rigid, fused polycyclic framework, enabling its use in Diels-Alder reactions and as a building block for functionalized heterocycles. The molecule exhibits enhanced stability under standard conditions while maintaining high reactivity at the carbonyl site.

Application

Acenaphthylen-1(2H)-one serves as a versatile building block in synthetic organic chemistry, enabling access to polycyclic aromatic frameworks and heterocyclic systems. Its reactive enone functionality facilitates conjugate additions, Diels-Alder cycloadditions, and transition-metal-catalyzed coupling reactions. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis and medicinal chemistry applications.

Synthesis

  • Route1

    References

    • Journal of the Chemical Society, , p. 4306,4311
  • Route2
    • null|null
      83-32-9
    • ~73%
    • In-stock
      2H-Acenaphthylen-1-one|CS-0036480
      2235-15-6

    References

    • Li, Wen-Shan; Liu, Lilian Kao Synthesis, 1989 , # 4 p. 293 - 295
  • Route3

    References

    • Tanaka, Hirotaka; Hashimoto, Kentaro; Suzuki, Kyosuke; Kitaichi, Yasunori; Sato, Mitsuo; Ikeno, Taketo; Yamada, Tohru Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 10 p. 1905 - 1914

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   17.07
  • LogP   2.5786
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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