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CS-W001157 4
Total: USD 88.00

3-(Furan-2-yl)acrylic acid

  • CAS No. 539-47-9

  • Cat. No. CS-W013327
  • Purity≥97%
  • MDL No.MFCD00003257

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

3-(Furan-2-yl)acrylic acid|CS-W013327

Structure of 539-47-9

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General Information

  • CAS No. 539-47-9
  • Cat. No. CS-W013327
  • Purity ≥97%
  • MDL No. MFCD00003257
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆O₃
  • Molecular Weight None
  • Synonym(s) Furylacrylic acid
  • SMILES O=C(O)/C=C/C1=CC=CO1

Description

3-(Furan-2-yl)acrylic acid features a conjugated system linking a furan ring to an acrylate functionality, enabling efficient integration into Michael addition reactions and Diels-Alder cycloadditions. This electron-rich heterocyclic acrylic acid serves as a valuable building block for synthesizing bioactive molecules and functional polymers under standard conditions.

Application

3-(Furan-2-yl)acrylic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to conjugated systems and heterocyclic scaffolds. Its extended π-conjugation supports reactivity in [4+2] cycloadditions and Michael additions, while the carboxylic acid functionality facilitates direct derivatization or coupling reactions. Bench-stable and readily purified by recrystallization, it functions reliably in standard reaction workflows for medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • null|null
      98-01-1
    • null|null
      141-82-2
    • ~92%
    • In-stock
      3-(Furan-2-yl)acrylic acid|CS-W013327
      539-47-9

    References

    • Takeda Pharmaceutical Company Limited Patent: EP2100895 A1, 2009 ; Location in patent: Page/Page column 43-44 ;
  • Route2
    • null|null
      98-01-1
    • null|null
      108-24-7
    • ~51%
    • In-stock
      3-(Furan-2-yl)acrylic acid|CS-W013327
      539-47-9

    References

    • KALYPSYS, INC. Patent: US2008/139558 A1, 2008 ; Location in patent: Page/Page column 28 ; US 20080139558 A1
  • Route3
    • null|null
      98-01-1
    • In-stock
      2-(Diethoxyphosphoryl)acetic acid|CS-W007893
      3095-95-2
    • ~81%
    • In-stock
      3-(Furan-2-yl)acrylic acid|CS-W013327
      539-47-9

    References

    • Schauer, Douglas J.; Helquist, Paul Synthesis, 2006 , # 21 p. 3654 - 3660

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H317-H319-H335
Precautionary Statements : P271-P280-P261-P302+P352-P305+P351+P338-P312-P405-P403+P233-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.44
  • LogP   1.3774
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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