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CS-W001157 4
Total: USD 88.00

4-vinyl-dihydrofuran-2(3H)-one,98% stabilized with TBC

  • CAS No. 53627-36-4

  • Cat. No. CS-B0698
  • Molecule weightNone
  • Purity97% (stabilized with TBC)
  • MDL No.MFCD13181922

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

4-vinyl-dihydrofuran-2(3H)-one,98% stabilized with TBC|CS-B0698

Structure of 53627-36-4

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General Information

  • CAS No. 53627-36-4
  • Cat. No. CS-B0698
  • Purity 97% (stabilized with TBC)
  • MDL No. MFCD13181922
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₂
  • Molecular Weight None
  • Synonym(s) 4-vinyldihydrofuran-2(3H)-one
  • SMILES O=C(C1)OCC1C=C

Description

4-vinyl-dihydrofuran-2(3H)-one, stabilized with TBC, features a reactive vinyl group enabling efficient conjugate additions and cycloadditions. This bench-stable, moisture-tolerant enone integrates readily into complex molecular architectures under standard conditions, offering reliable performance in synthetic workflows.

Application

4-Vinyl-dihydrofuran-2(3H)-one, stabilized with TBC, serves as a versatile Michael acceptor and Diels-Alder dienophile in synthetic organic chemistry. Its conjugated enone system enables efficient cycloaddition and nucleophilic addition reactions under mild conditions. The stabilizing additive enhances shelf life and operational handling, making it suitable for bench-scale applications requiring reliable reactivity and straightforward purification.

Synthesis

  • Route1
    • null|null
      82918-78-3
    • ~95%
    • In-stock
      4-vinyl-dihydrofuran-2(3H)-one,98% stabilized with TBC|CS-B0698
      53627-36-4

    References

    • Ueno, Yoshio; Moriya, Osamu; Chino, Kunitake; Watanabe, Masaru; Okawara, Makoto Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 1351 - 1356 Title/Abstract Full Text View citing articles Show Details Ueno, Yoshio; Chino, Kunitake; Watanabe, Masaru; Moriya, Osamu; Okawara, Makoto Journal of the American Chemical Society, 1982 , vol. 104, # 20 p. 5564 - 5566
  • Route2
    • null|null
      1826-67-1
    • In-stock
      2(5H)-Furanone|CS-W008270
      497-23-4
    • ~51%
    • In-stock
      4-vinyl-dihydrofuran-2(3H)-one,98% stabilized with TBC|CS-B0698
      53627-36-4

    References

    • Song, Liyan; Yao, Hongliang; Zhu, Liangyu; Tong, Rongbiao Organic Letters, 2013 , vol. 15, # 1 p. 6 - 9
  • Route3
    • null|null
      110969-15-8
    • ~%
    • In-stock
      4-vinyl-dihydrofuran-2(3H)-one,98% stabilized with TBC|CS-B0698
      53627-36-4

    References

    • Ueno, Yoshio; Chino, Kunitake; Watanabe, Masaru; Moriya, Osamu; Okawara, Makoto Journal of the American Chemical Society, 1982 , vol. 104, # 20 p. 5564 - 5566

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225
Precautionary Statements : P210-P243-P273-P403

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   0.7355
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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