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CS-W001157 4
Total: USD 88.00

Ethyl 2-cyclopropylideneacetate

  • CAS No. 74592-36-2

  • Cat. No. CS-0340229
  • Purity≥97%
  • MDL No.MFCD08460630

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

Ethyl 2-cyclopropylideneacetate|CS-0340229

Structure of 74592-36-2

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General Information

  • CAS No. 74592-36-2
  • Cat. No. CS-0340229
  • Purity ≥97%
  • MDL No. MFCD08460630
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₂
  • Molecular Weight 126.15
  • Synonym(s) N-{3-[(5-CHLORO-2-{[4-(4-METHYL-1-PIPERAZINYL)PHENYL]AMINO}-4-PYRIMIDINYL)OXY]PHENYL}ACRYLAMIDE
  • SMILES CCOC(=O)C=C1CC1

Description

Ethyl 2-cyclopropylideneacetate features a strained cyclopropylidene moiety flanked by an ester group, enabling participation in cycloadditions and enolate-mediated transformations. This electron-deficient alkene integrates readily into complex molecular architectures under mild conditions.

Application

Ethyl 2-cyclopropylideneacetate serves as a versatile Michael acceptor and dienophile in synthetic organic chemistry, enabling efficient construction of cyclohexene and cycloheptene rings via Diels-Alder reactions. Its α,β-unsaturated ester functionality exhibits high reactivity with nucleophiles and amines, while the cyclopropylidene moiety imparts unique steric and electronic effects. The compound demonstrates bench stability and facilitates straightforward purification, making it a reliable building block for complex molecular architectures.

Synthesis

  • Route1
    • 1-Ethoxycyclopropan-1-ol|CS-0056034
      13837-45-1
    • In-stock
      Ethyl (triphenylphosphoranylidene) acetate|CS-M0973
      1099-45-2
    • ~89%
    • In-stock
      Ethyl 2-cyclopropylideneacetate|CS-0340229
      74592-36-2

    References

    • Spitzner, Dietrich; Swoboda, Harald Tetrahedron Letters, 1986 , vol. 27, # 11 p. 1281 - 1284
  • Route2

    References

    • Arai, Shigeru; Koike, Yuka; Hada, Hirohiko; Nishida, Atsushi Journal of Organic Chemistry, 2010 , vol. 75, # 22 p. 7573 - 7579
  • Route3
    • null|null
      682-19-9
    • null|null
      74592-24-8
    • ~%
    • In-stock
      Ethyl 2-cyclopropylideneacetate|CS-0340229
      74592-36-2
    • null|null
      105-37-3

    References

    • Salauen, Jacques; Bennani, Fatima; Compain, Jean-Claude; Fadel, Antoine; Ollivier, Jean Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4129 - 4135

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.2697
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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