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CS-W001157 4
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4-Methoxycyclohexanone

  • CAS No. 13482-23-0

  • Cat. No. CS-W004809
  • Purity≥97%
  • MDL No.MFCD01110115

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

4-Methoxycyclohexanone|CS-W004809

Structure of 13482-23-0

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General Information

  • CAS No. 13482-23-0
  • Cat. No. CS-W004809
  • Purity ≥97%
  • MDL No. MFCD01110115
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₂
  • Molecular Weight 128.17
  • Synonym(s) p-Methoxycyclohexanone
  • SMILES COC1CCC(CC1)=O

Description

4-Methoxycyclohexanone features a cyclohexanone ring with a methoxy group at the para position, offering enhanced solubility and stability in polar aprotic solvents. This structural motif enables efficient participation in Michael additions and aldol reactions, serving as a key intermediate in the synthesis of complex natural products and pharmaceuticals.

Application

4-Methoxycyclohexanone serves as a versatile building block in synthetic organic chemistry, offering a stable cyclohexanone scaffold with a strategically positioned methoxy group. Its ketone functionality enables reliable enolate formation and subsequent C–C bond construction, while the methoxy substituent provides orthogonal handle for selective transformations. The compound exhibits excellent bench stability and compatibility with standard reaction conditions, facilitating efficient synthesis of complex cyclic intermediates and functionalized heterocycles.

Synthesis

  • Route1
    • 8-Methoxy-1,4-dioxaspiro[4.5]Decane|CS-0453632
      56292-99-0
    • ~99%
    • In-stock
      4-Methoxycyclohexanone|CS-W004809
      13482-23-0

    References

    • Journal of Organic Chemistry, , vol. 76, # 19 p. 7706 - 7719
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 32, # 2 p. 351 - 357
  • Route3

    References

    • US5886232 A1, ;

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   1.1445
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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