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CS-W001157 4
Total: USD 88.00

but-3-enoic acid ethyl ester

  • CAS No. 1617-18-1

  • Cat. No. CS-0147250
  • Purity≥96%
  • MDL No.MFCD07779251

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

but-3-enoic acid ethyl ester|CS-0147250

Structure of 1617-18-1

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General Information

  • CAS No. 1617-18-1
  • Cat. No. CS-0147250
  • Purity ≥96%
  • MDL No. MFCD07779251
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₂
  • Molecular Weight 114.14
  • Synonym(s) 3-Butenoic acid, ethyl ester
  • SMILES C=CCC(OCC)=O

Description

But-3-enoic acid ethyl ester features a conjugated enoate system that enables efficient Michael additions and Diels-Alder reactions. This electrophilic alkene integrates readily into synthetic sequences requiring activated alkenes, offering high reactivity under mild conditions with predictable regiochemistry.

Application

But-3-enoic acid ethyl ester serves as a versatile Michael acceptor and enolizable building block in synthetic organic chemistry. Its conjugated enoate system enables efficient 1,4-additions with nucleophiles, while the ester functionality supports subsequent transformations including hydrolysis, reduction, or cross-coupling. The compound exhibits good bench stability and is readily purified by distillation or column chromatography, facilitating integration into multi-step syntheses of complex molecules and heterocyclic scaffolds.

Synthesis

  • Route1
    • In-stock
      3-Butenoic acid|CS-0069849
      625-38-7
    • null|null
      64-17-5
    • ~22%
    • In-stock
      but-3-enoic acid ethyl ester|CS-0147250
      1617-18-1

    References

    • Radhakrishnan, Balasingam; Aggarwal, Diti; Ferro, Michelle; James, Kenneth D.; Malkar, Navdeep B.; Miller, Mark A.; Pavliv, Leo; Polowy, Karen; Puskas, Monica; Ekwuribe, Nnochiri N. Patent: US2006/18874 A1, 2006 ; Location in patent: Page/Page column 33 ;
  • Route2
    • null|null
      64-17-5
    • null|null
      625-35-4
    • ~99%
    • In-stock
      but-3-enoic acid ethyl ester|CS-0147250
      1617-18-1

    References

    • Ramachandran, P. Veeraraghavan; Nicponski, Daniel; Kim, Bomi Organic Letters, 2013 , vol. 15, # 6 p. 1398 - 1401
  • Route3
    • null|null
      64-17-5
    • null|null
      106-95-6
    • ~54%
    • null|null
      557-31-3
    • In-stock
      but-3-enoic acid ethyl ester|CS-0147250
      1617-18-1

    References

    • Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), , # 19 p. 2899 - 2900

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.1256
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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