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CS-W001157 4
Total: USD 88.00

Cyclooctanone

  • CAS No. 502-49-8

  • Cat. No. CS-W007564
  • Purity≥98%
  • MDL No.MFCD00001754

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

Cyclooctanone|CS-W007564

Structure of 502-49-8

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General Information

  • CAS No. 502-49-8
  • Cat. No. CS-W007564
  • Purity ≥98%
  • MDL No. MFCD00001754
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄O
  • Molecular Weight 126.20
  • Synonym(s) 4-07-00-00049 (Beilstein Handbook Reference); Cyclooctanone
  • SMILES O=C1CCCCCCC1

Description

Cyclooctanone features a strained eight-membered carbonyl ring, offering enhanced reactivity in cycloaddition and metal-catalyzed transformations. This bench-stable ketone serves as a key intermediate in synthesizing complex cyclic architectures and natural product analogs.

Application

Cyclooctanone serves as a versatile cyclic ketone scaffold in organic synthesis, enabling stereoselective transformations via enolate chemistry and facilitating ring-functionalization reactions. Its eight-membered ring structure provides moderate strain, supporting ring-opening and cycloaddition processes under controlled conditions. The carbonyl group exhibits high reactivity in nucleophilic additions and acts as a key handle for derivatization, including reductive amination and oxime formation. Bench-stable and readily purified by distillation or recrystallization, Cyclooctanone functions as a reliable building block for complex molecular architectures in medicinal chemistry and materials science.

Synthesis

  • Route1
    • Cyclooctanol|CS-0204887
      696-71-9
    • ~99%
    • In-stock
      Cyclooctanone|CS-W007564
      502-49-8

    References

    • Yusubov, Mekhman S.; Nemykin, Victor N.; Zhdankin, Viktor V. Tetrahedron, 2010 , vol. 66, # 31 p. 5745 - 5752
  • Route2
    • null|null
      292-64-8
    • ~81%
    • In-stock
      Cyclooctanone|CS-W007564
      502-49-8
    • Cyclooctanol|CS-0204887
      696-71-9

    References

    • Ma, Li; Pan, Yi; Man, Wai-Lun; Kwong, Hoi-Ki; Lam, William W.Y.; Chen, Gui; Lau, Kai-Chung; Lau, Tai-Chu Journal of the American Chemical Society, 2014 , vol. 136, # 21 p. 7680 - 7687
  • Route3
    • null|null
      292-64-8
    • ~81%
    • In-stock
      Cyclooctanone|CS-W007564
      502-49-8

    References

    • Neumann, Ronny; Khenkin, Alexander M. Chemical Communications, 1996 , # 23 p. 2643 - 2644

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.2998
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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