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1-Benzyl-1,5-dihydro-2H-pyrrol-2-one

  • CAS No. 64330-46-7

  • Cat. No. CS-0317424
  • Purity≥95%
  • MDL No.None

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

1-Benzyl-1,5-dihydro-2H-pyrrol-2-one|CS-0317424

Structure of 64330-46-7

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General Information

  • CAS No. 64330-46-7
  • Cat. No. CS-0317424
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO
  • Molecular Weight 173.21
  • Synonym(s) 1-Benzyl-1,5-dihydro-pyrrol-2-one
  • SMILES C1=CC=C(C=C1)CN2CC=CC2=O

Description

1-Benzyl-1,5-dihydro-2H-pyrrol-2-one features a fused pyrrolinone core with a benzyl group at the nitrogen, delivering enhanced stability and solubility. This electron-deficient heterocycle integrates readily into synthetic sequences, serving as a key scaffold for medicinal chemistry and natural product synthesis under standard conditions.

Application

1-Benzyl-1,5-dihydro-2H-pyrrol-2-one serves as a versatile scaffold for heterocyclic synthesis, enabling efficient access to pyrrolidine-based building blocks. Its enaminone functionality facilitates nucleophilic additions and Michael reactions under mild conditions, while the benzyl group enhances stability and simplifies purification. This compound functions effectively in transition-metal-catalyzed couplings and serves as a key intermediate in the construction of biologically relevant nitrogen-containing frameworks.

Synthesis

  • Route1
    • null|null
      143104-64-7
    • ~75%
    • In-stock
      1-Benzyl-1,5-dihydro-2H-pyrrol-2-one|CS-0317424
      64330-46-7

    References

    • Fu, Gregory C.; Grubbs, Robert H. Journal of the American Chemical Society, 1992 , vol. 114, # 18 p. 7324 - 7325
  • Route2
    • null|null
      166273-19-4
    • ~84%
    • In-stock
      1-Benzyl-1,5-dihydro-2H-pyrrol-2-one|CS-0317424
      64330-46-7

    References

    • Mun, JiYoung; Smith, Michael B. Synthetic Communications, 2007 , vol. 37, # 5 p. 813 - 819
  • Route3
    • null|null
      127368-26-7
    • ~97%
    • In-stock
      1-Benzyl-1,5-dihydro-2H-pyrrol-2-one|CS-0317424
      64330-46-7

    References

    • Benedetti, Erica; Lomazzi, Michela; Tibiletti, Francesco; Palmisano, Giovanni; Penoni, Andrea; Goddard, Jean-Philippe; Fensterbank, Louis; Malacria, Max Synthesis, 2012 , vol. 44, # 22 art. no. 6763, p. 3523 - 3533,11

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   1.585
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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