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CS-W001157 4
Total: USD 88.00

Methyl but-2-ynoate

  • CAS No. 23326-27-4

  • Cat. No. CS-0066219
  • Purity≥96%
  • MDL No.MFCD00009273

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

Methyl but-2-ynoate|CS-0066219

Structure of 23326-27-4

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General Information

  • CAS No. 23326-27-4
  • Cat. No. CS-0066219
  • Purity ≥96%
  • MDL No. MFCD00009273
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆O₂
  • Molecular Weight 98.10
  • Synonym(s) Tetrolic Acid Methyl Ester
  • SMILES CC#CC(OC)=O

Description

Methyl but-2-ynoate features a terminal alkyne group flanked by an ester moiety, enabling efficient coupling reactions in transition-metal-catalyzed processes. This conjugated system supports robust reactivity in Sonogashira and click chemistry applications. The molecule exhibits excellent stability under standard conditions and facilitates straightforward incorporation into complex molecular architectures.

Application

Methyl but-2-ynoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted pyrones and heterocycles via [2+2] cycloadditions and nucleophilic additions. Its terminal alkyne functionality exhibits high compatibility with copper-catalyzed click reactions and palladium-mediated coupling protocols. The ester group supports controlled hydrolysis and derivatization, while the molecule demonstrates excellent bench stability and straightforward purification by distillation or flash chromatography.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-Butynoic acid|CS-W007936
      590-93-2
    • ~67%
    • In-stock
      Methyl but-2-ynoate|CS-0066219
      23326-27-4

    References

    • Viale, Alessandra; Santelia, Daniela; Napolitano, Roberta; Gobetto, Roberto; Dastru, Walter; Aime, Silvio European Journal of Inorganic Chemistry, 2008 , # 28 p. 4348 - 4351
  • Route2
    • null|null
      1743-62-0
    • ~73%
    • In-stock
      Methyl but-2-ynoate|CS-0066219
      23326-27-4

    References

    • Boers, Rutger B.; Randulfe, Yolanda Pazos; Van Der Haas, Hendrikus N. S.; Van Rossum-Baan, Marleen; Lugtenburg, Johan European Journal of Organic Chemistry, 2002 , # 13 p. 2094 - 2108
  • Route3
    • In-stock
      5-Methyl-1H-pyrazol-3(2H)-one|CS-W013725
      4344-87-0
    • null|null
      67-56-1
    • ~61%
    • In-stock
      Methyl but-2-ynoate|CS-0066219
      23326-27-4

    References

    • Moriarty, Robert M.; Vaid, Radhe K.; Farid, Payman Journal of the Chemical Society, Chemical Communications, 1987 , # 10 p. 711 - 712

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 3272
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P302+P352-P362-P370+P378-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   0.1827
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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