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CS-W001157 4
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4-Methylpyrrolidin-2-one

  • CAS No. 2996-58-9

  • Cat. No. CS-0040667
  • Purity≥98%
  • MDL No.MFCD00128875

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

4-Methylpyrrolidin-2-one|CS-0040667

Structure of 2996-58-9

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General Information

  • CAS No. 2996-58-9
  • Cat. No. CS-0040667
  • Purity ≥98%
  • MDL No. MFCD00128875
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO
  • Molecular Weight 99.13
  • Synonym(s) 4-methyl-2-Pyrrolidinone
  • SMILES O=C1NCC(C)C1

Description

4-Methylpyrrolidin-2-one is a bench-stable, moisture-tolerant heterocycle featuring a lactam core with a methyl-substituted alpha carbon. This polar, aprotic solvent integrates readily into synthetic workflows, serving as a versatile scaffold for medicinal chemistry and polymer synthesis.

Application

4-Methylpyrrolidin-2-one serves as a versatile heterocyclic building block in medicinal chemistry and synthetic organic chemistry. Its amide functionality and α-methyl substitution provide enhanced metabolic stability and favorable pharmacokinetic properties. The molecule enables efficient access to diverse scaffolds through nucleophilic addition, reduction, and transition-metal-catalyzed coupling reactions. Bench-stable and readily purified by distillation or chromatography, it functions effectively in multi-step syntheses requiring functional group tolerance and structural diversity.

Synthesis

  • Route1
    • null|null
      303108-53-4
    • ~93%
    • In-stock
      4-Methylpyrrolidin-2-one|CS-0040667
      2996-58-9

    References

    • Ghelfi, Franco; Parsons, Andrew F. Journal of Organic Chemistry, 2000 , vol. 65, # 19 p. 6249 - 6253
  • Route2
    • Methyl 3-methyl-4-nitrobutanoate|CS-0216789
      16507-06-5
    • ~58%
    • In-stock
      4-Methylpyrrolidin-2-one|CS-0040667
      2996-58-9

    References

    • Dunn, A. D.; Kinnear, K. I. Journal of Heterocyclic Chemistry, 1986 , vol. 23, p. 53 - 57
  • Route3
    • Methyl 4-amino-3-methylbutanoate|CS-0969962
      752154-41-9
    • ~%
    • In-stock
      4-Methylpyrrolidin-2-one|CS-0040667
      2996-58-9

    References

    • UNIVERSITE DE STRASBOURG; Bousquet, Pascal; Ehrhardt, Jean Daniel; Fellmann, Lyne; Gasparik, Vincent; Greney, Hugues; Hadjeri, Mohamed; Mann, Andre; Niederhoffer, Nathalie; Schann, Stephan Patent: US2014/45910 A1, 2014 ; Location in patent: Paragraph 0183; 0184 ;

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   0.1424
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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