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CS-W001157 4
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Methyl cyclohex-3-enecarboxylate

  • CAS No. 6493-77-2

  • Cat. No. CS-W014366
  • Purity≥97%
  • MDL No.MFCD00053266

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

Methyl cyclohex-3-enecarboxylate|CS-W014366

Structure of 6493-77-2

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General Information

  • CAS No. 6493-77-2
  • Cat. No. CS-W014366
  • Purity ≥97%
  • MDL No. MFCD00053266
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₂
  • Molecular Weight None
  • Synonym(s) Methyl 3-Cyclohexenecarboxylate
  • SMILES O=C(C1CC=CCC1)OC

Description

Methyl cyclohex-3-enecarboxylate is a bench-stable, electron-deficient enol ester featuring a conjugated double bond and ester functionality. This compound integrates readily into Diels-Alder reactions and serves as a key intermediate in the synthesis of functionalized cyclic architectures.

Application

Methyl cyclohex-3-enecarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cyclohexane derivatives through hydrogenation, electrophilic functionalization, and conjugate addition reactions. Its enolizable α,β-unsaturated ester functionality offers predictable reactivity in standard Michael additions and Diels-Alder processes. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows and the construction of complex heterocyclic scaffolds.

Synthesis

  • Route1
    • In-stock
      Methyl cyclohex-3-enecarboxylate|CS-W014366
      6493-77-2
    • ~%
    • In-stock
      Methyl cyclohex-3-enecarboxylate|CS-W014366
      6493-77-2

    References

    • EP2368870 A1, ; Page/Page column 13 ; EP 2368870 A1
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 102, p. 4730
  • Route3
    • Methyl 5-hydroxycyclohex-3-ene-1-carboxylate|CS-0472995
      79433-96-8
    • ~%
    • In-stock
      Methyl cyclohex-3-enecarboxylate|CS-W014366
      6493-77-2

    References

    • Journal of the American Chemical Society, , vol. 102, p. 4730

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 3272
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.5157
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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