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CS-W001157 4
Total: USD 88.00

3-Phenyl-cyclohexanone

  • CAS No. 20795-53-3

  • Cat. No. CS-0341801
  • Purity≥95%
  • MDL No.MFCD00209998

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

3-Phenyl-cyclohexanone|CS-0341801

Structure of 20795-53-3

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General Information

  • CAS No. 20795-53-3
  • Cat. No. CS-0341801
  • Purity ≥95%
  • MDL No. MFCD00209998
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄O
  • Molecular Weight None
  • Synonym(s) 3-Phenylcyclohexanone
  • SMILES C1=CC=C(C=C1)C2CCCC(=O)C2

Description

3-Phenyl-cyclohexanone is a cyclic ketone featuring a phenyl group at the 3-position, offering a rigid, aromatic-substituted scaffold ideal for asymmetric synthesis and medicinal chemistry. This bench-stable compound integrates readily into complex molecular architectures, providing defined stereochemical control in cycloaddition and reduction reactions.

Application

3-Phenylcyclohexanone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cyclohexanone scaffolds. Its conjugated ketone functionality facilitates Michael additions, aldol reactions, and catalytic hydrogenation. The phenyl group provides structural rigidity and enhances metabolic stability in bioactive molecule design. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step synthesis for pharmaceutical intermediates and natural product analogs.

Synthesis

  • Route1
    • 3-Phenyl-2-cyclohexen-1-one|CS-0098545
      10345-87-6
    • ~90%
    • In-stock
      3-Phenyl-cyclohexanone|CS-0341801
      20795-53-3

    References

    • Verendel, J. Johan; Li, Jia-Qi; Quan, Xu; Peters, Byron; Zhou, Taigang; Gautun, Odd R.; Govender, Thavendran; Andersson, Pher G. Chemistry - A European Journal, 2012 , vol. 18, # 21 p. 6507 - 6513
  • Route2
    • null|null
      930-68-7
    • In-stock
      Phenylboronic acid|CS-W001090
      98-80-6
    • ~99%
    • In-stock
      3-Phenyl-cyclohexanone|CS-0341801
      20795-53-3

    References

    • DSM IP ASSETS B.V. Patent: WO2003/99745 A1, 2003 ; Location in patent: Page 17-18 ;
  • Route3
    • null|null
      930-68-7
    • In-stock
      Phenylboronic acid|CS-W001090
      98-80-6
    • ~86%
    • 3-Phenyl-2-cyclohexen-1-one|CS-0098545
      10345-87-6
    • In-stock
      3-Phenyl-cyclohexanone|CS-0341801
      20795-53-3

    References

    • Journal of Organic Chemistry, , vol. 60, # 4 p. 883 - 888

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.9133
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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