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CS-W001157 4
Total: USD 88.00

Ethyl 2-methyl-4-oxocyclohex-2-enecarboxylate

  • CAS No. 487-51-4

  • Cat. No. CS-0151639
  • Purity≥97%
  • MDL No.MFCD00001582

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

Ethyl 2-methyl-4-oxocyclohex-2-enecarboxylate|CS-0151639

Structure of 487-51-4

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General Information

  • CAS No. 487-51-4
  • Cat. No. CS-0151639
  • Purity ≥97%
  • MDL No. MFCD00001582
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄O₃
  • Molecular Weight 182.22
  • Synonym(s) ethyl 2-methyl-4-oxocyclohex-2-ene-1-carboxylate
  • SMILES CCOC(=O)C1CCC(=O)C=C1C

Description

Ethyl 2-methyl-4-oxocyclohex-2-enecarboxylate features a conjugated enone system flanked by a methyl substituent and ester functionality, enabling direct participation in Diels-Alder reactions and Michael additions. This bicyclic scaffold delivers structural rigidity and regioselective reactivity under standard conditions, streamlining access to complex carbocyclic frameworks in synthetic organic chemistry.

Application

Ethyl 2-methyl-4-oxocyclohex-2-enecarboxylate serves as a versatile Michael acceptor and Diels–Alder dienophile, enabling efficient construction of substituted cyclohexane and heterocyclic scaffolds. Its conjugated enone system facilitates nucleophilic addition, while the ester group supports subsequent functionalization. Bench-stable and amenable to standard purification methods, it functions reliably in multistep syntheses for medicinal chemistry and natural product synthesis.

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 : 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

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   1.4749
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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