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CS-W001157 4
Total: USD 88.00

4,4-Dimethylcyclohexanone

  • CAS No. 4255-62-3

  • Cat. No. CS-W002564
  • Molecule weight126.20
  • Purity≥98%
  • MDL No.MFCD00234965

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

4,4-Dimethylcyclohexanone|CS-W002564

Structure of 4255-62-3

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General Information

  • CAS No. 4255-62-3
  • Cat. No. CS-W002564
  • Purity ≥98%
  • MDL No. MFCD00234965
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄O
  • Molecular Weight 126.20
  • Synonym(s) None
  • SMILES O=C1CCC(CC1)(C)C

Description

4,4-Dimethylcyclohexanone features a sterically hindered ketone group flanked by two methyl substituents at the 4-position, enhancing its stability and reducing susceptibility to nucleophilic attack. This structural rigidity supports its use in asymmetric synthesis and as a building block for complex cyclic frameworks.

Application

4,4-Dimethylcyclohexanone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cyclohexane scaffolds. Its sterically hindered ketone functionality exhibits enhanced stability and facilitates selective reductions, enolizations, and nucleophilic additions. The gem-dimethyl substitution imparts favorable solubility and purification characteristics, making it well-suited for multi-step synthesis and process-scale applications.

Synthesis

  • Route1

    References

    • Holleben, Maria Luiza A. von; Zucolotto, Monica; Zini, Claudia A.; Oliveira, Eduardo R. Tetrahedron, 1994 , vol. 50, # 4 p. 973 - 978
  • Route2
    • null|null
      1112-35-2
    • null|null
      256379-28-9
    • ~74%
    • In-stock
      4,4-Dimethylcyclohexanone|CS-W002564
      4255-62-3

    References

    • Lee, Dae-Yon; Kim, In-Jung; Jun, Chul-Ho Angewandte Chemie - International Edition, 2002 , vol. 41, # 16 p. 3031 - 3033
  • Route3
    • null|null
      590-66-9
    • ~%
    • In-stock
      3,3-Dimethylcyclohexanone|CS-0010863
      2979-19-3
    • In-stock
      4,4-Dimethylcyclohexanone|CS-W002564
      4255-62-3

    References

    • Moteki, Shin A.; Usui, Asuka; Zhang, Tiexin; Solorio Alvarado, Cesar R.; Maruoka, Keiji Angewandte Chemie - International Edition, 2013 , vol. 52, # 33 p. 8657 - 8660 Angew. Chem., 2013 , vol. 125, # 33 p. 8819 - 8822,4

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228-H319
Precautionary Statements : P210-P240-P241-P264-P280-P370+P378

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.1557
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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