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Spiro[2.5]octan-5-one

  • CAS No. 25308-67-2

  • Cat. No. CS-0048695
  • Molecule weight124.18
  • Purity≥97%
  • MDL No.None

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

Spiro[2.5]octan-5-one|CS-0048695

Structure of 25308-67-2

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General Information

  • CAS No. 25308-67-2
  • Cat. No. CS-0048695
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O
  • Molecular Weight 124.18
  • Synonym(s) Spirooctan-5-on
  • SMILES O=C1CCCC2(CC2)C1

Description

Spiro[2.5]octan-5-one features a rigid, three-dimensional spirocyclic core that imparts exceptional conformational stability. This scaffold integrates a ketone functionality at the bridgehead position, enabling direct participation in stereoselective transformations. The molecule's compact geometry and defined stereochemistry make it an ideal template for asymmetric synthesis and molecular architecture design in medicinal chemistry.

Application

Spiro[2.5]octan-5-one serves as a rigid, bicyclic scaffold enabling the construction of diverse heterocyclic systems and bioactive molecules. Its spirocyclic core provides conformational constraint and enhanced metabolic stability, while the ketone functionality facilitates selective functionalization via nucleophilic addition, enolization, or reductive amination. The compound exhibits excellent bench stability and compatibility with standard synthetic protocols, making it a practical building block for medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      3-Methoxycyclohex-2-en-1-one|CS-0100011
      16807-60-6
    • null|null
      925-90-6
    • ~%
    • In-stock
      Spiro[2.5]octan-5-one|CS-0048695
      25308-67-2

    References

    • Bamberg, Joe Timothy; Hermann, Johannes Cornellius; Lemoine, Remy; Soth, Michael Patent: US2010/144745 A1, 2010 ; Location in patent: Page/Page column 43 ; US 20100144745 A1
  • Route2
    • In-stock
      3-Ethoxycyclohex-2-en-1-one|CS-0100015
      5323-87-5
    • null|null
      925-90-6
    • ~%
    • In-stock
      Spiro[2.5]octan-5-one|CS-0048695
      25308-67-2

    References

    • AbbVie Inc.; WANG, LE; Doherty, George; Wang, Xilu; Tao, Zhi-Fu; Bruncko, Milan; Kunzer, Aaron R.; Wendt, Michael D.; Song, Xiaohong; Frey, Robin; Hansen, Todd M.; Sullivan, Gerard M.; Judd, Andrew; Souers, Andrew Patent: US2013/96120 A1, 2013 ; Location in patent: Paragraph 1157 ;
  • Route3
    • null|null
      185-65-9
    • ~3%
    • In-stock
      Spiro[2.5]octan-6-one|CS-0038018
      15811-21-9
    • In-stock
      Spiro[2.5]octan-5-one|CS-0048695
      25308-67-2
    • Spiro[2.5]octan-4-one|CS-0058199
      2205-98-3

    References

    • D'Accolti, Lucia; Dinoi, Anna; Fusco, Caterina; Russo, Antonella; Curci, Ruggero Journal of Organic Chemistry, 2003 , vol. 68, # 20 p. 7806 - 7810

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   1.9097
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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