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CS-W001157 4
Total: USD 88.00

4-(Benzyloxy)cyclohexanone

  • CAS No. 2987-06-6

  • Cat. No. CS-W005145
  • Purity≥96%
  • MDL No.None

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

4-(Benzyloxy)cyclohexanone|CS-W005145

Structure of 2987-06-6

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General Information

  • CAS No. 2987-06-6
  • Cat. No. CS-W005145
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆O₂
  • Molecular Weight 204.27
  • Synonym(s) 4-Benzyloxycyclohexanone
  • SMILES O=C1CCC(OCC2=CC=CC=C2)CC1

Description

4-(Benzyloxy)cyclohexanone features a cyclohexanone core functionalized with a benzyloxy group at the 4-position, offering a stable, moisture-tolerant scaffold for synthetic transformations. This aryl-substituted ketone integrates readily into complex molecular architectures, particularly in medicinal chemistry and natural product synthesis workflows.

Application

4-(Benzyloxy)cyclohexanone serves as a versatile building block in synthetic organic chemistry, enabling the construction of complex cyclic frameworks through standard functional group manipulations. The benzyloxy group provides orthogonal protection for oxygen functionalities, while the ketone moiety supports enolate formation, nucleophilic additions, and reductive transformations. Its bench-stable nature and compatibility with common reaction conditions facilitate efficient synthesis of pharmaceutical intermediates and natural product analogs.

Synthesis

  • Route1
    • 8-Phenylmethoxy-1,4-dioxaspiro[4.5]decane|CS-0035579
      92829-83-9
    • ~97%
    • In-stock
      4-(Benzyloxy)cyclohexanone|CS-W005145
      2987-06-6

    References

    • Ates, Ali; Gautier, Arnaud; Leroy, Bernard; Plancher, Jean-Marc; Quesnel, Yannick; Vanherck, Jean-Christophe; Marko, Istvan E. Tetrahedron, 2003 , vol. 59, # 45 p. 8989 - 8999
  • Route2

    References

    • Baghdasarian, Glen; Woerpel Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 6851 - 6858
  • Route3
    • In-stock
      1,4-Dioxaspiro[4.5]decan-8-ol|CS-W007474
      22428-87-1
    • null|null
      100-39-0
    • ~76%
    • In-stock
      4-(Benzyloxy)cyclohexanone|CS-W005145
      2987-06-6

    References

    • BALANCE THERAPEUTICS, INC.; LIEN, Lyndon Patent: WO2012/151343 A1, 2012 ; Location in patent: Page/Page column 36 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.7149
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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