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CS-W001157 4
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2-(1-Hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione

  • CAS No. 94142-97-9

  • Cat. No. CS-0148547
  • Molecule weight182.22
  • Purity≥97%
  • MDL No.MFCD03001669

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

2-(1-Hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione|CS-0148547

Structure of 94142-97-9

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General Information

  • CAS No. 94142-97-9
  • Cat. No. CS-0148547
  • Purity ≥97%
  • MDL No. MFCD03001669
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄O₃
  • Molecular Weight 182.22
  • Synonym(s) 2-HYDROXYETHYL-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE
  • SMILES O=C1/C(C(CC(C)(C)C1)=O)=C(O)\C

Description

This cyclohexanedione derivative features a hydroxyethylidene group at the 2-position, enhancing its reactivity in enolate-mediated transformations. The geminal dimethyl substitution stabilizes adjacent carbonyl systems and imparts steric resilience under standard reaction conditions. The molecule integrates readily into synthetic sequences requiring stabilized β-dicarbonyl intermediates.

Synthesis

  • Route1

    References

    • US2014/134110 A1, ; Paragraph 0155; 0156 ;
  • Route2
    • In-stock
      Dimedone|CS-W016456
      126-81-8
    • null|null
      64-19-7
    • ~81%
    • In-stock
      2-(1-Hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione|CS-0148547
      94142-97-9

    References

    • Demmer; Dijkgraaf; Schottelius; Wester; Kessler Organic Letters, 2008 , vol. 10, # 10 p. 2015 - 2018
  • Route3
    • null|null
      108-24-7
    • In-stock
      Dimedone|CS-W016456
      126-81-8
    • ~71%
    • In-stock
      2-(1-Hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione|CS-0148547
      94142-97-9

    References

    • Simerska, Pavla; Christie, Michelle P.; Goodwin, Daryn; Jen, Freda E.-C.; Jennings, Michael P.; Toth, Istvan Journal of Molecular Catalysis B: Enzymatic, 2013 , vol. 97, p. 196 - 202

Safety Information

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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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   1.7766
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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