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CAS 108-27-0

5-Methyl-2-pyrrolidone TCI M0406

5-Methyl-2-pyrrolidone TCI M0406

Chemical Identity

CAS No.
108-27-0
PubChem
CID 66055·SID 87572465
Formula
C5H9NO
Molecular weight
99.13 g/mol
Purity
>98.0%(GC)
Reference databases
ChEBI
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
5-methylpyrrolidin-2-one
SMILES
CC1CCC(=O)N1
InChIKey
YVIVRJLWYJGJTJ-UHFFFAOYSA-N
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TCI M0406 5-Methyl-2-pyrrolidone is a five-membered nitrogen-containing lactam carrying a methyl group at position five of the ring. The compound belongs to the class of heterocyclic building blocks widely used in organic synthesis and medicinal chemistry laboratories, because the pyrrolidinone framework is a structural motif frequently encountered in bioactive molecules as well as functional materials. The cyclic lactam ring provides a cyclic amide group that can be alkylated, acylated, reduced, or opened into open-chain amino acid derivatives, so that a single starting material can lead researchers in many different synthetic directions.

The characteristics that make this material a preferred choice are the combination of high polarity and good chemical stability under ordinary laboratory working conditions. The cyclic amide group is polar and capable of forming hydrogen bonds, so the compound dissolves well in water as well as in a range of polar organic solvents and makes the preparation of homogeneous reaction systems straightforward. The amide nitrogen, which still carries a hydrogen, provides a direct point of functionalisation without requiring an additional protecting group. The presence of a stereogenic centre at the carbon in position five also makes this compound attractive for synthetic research.

In Indonesian laboratories, this building block is typically handled in university organic synthesis groups, medicinal chemistry research units, and institutional research facilities that prepare heterocyclic intermediates on a bench scale. Its stability under normal laboratory conditions and its solubility behaviour suit routine multi-step work where reaction mixtures are assembled, monitored, and worked up in ordinary glassware. Supplied under the TCI brand, it serves as a reference-quality starting point for exploratory synthetic routes.

  • Heterocyclic scaffold construction: the pyrrolidinone ring serves directly as a preformed five-membered lactam core, sparing researchers the effort of building the heterocycle from acyclic precursors.
  • Medicinal chemistry intermediate preparation: because the pyrrolidinone motif appears frequently in bioactive molecules, this building block gives a short route into analogue series for structure-activity exploration.
  • N-Alkylation and N-acylation studies: the amide nitrogen still bears a hydrogen, providing a direct functionalisation point that requires no additional protecting group strategy before derivatisation.
  • Ring-opening to open-chain amino acid derivatives: the cyclic amide can be opened under suitable conditions, converting one starting material into a family of open-chain nitrogen-containing products.
  • Stereochemistry-oriented synthetic research: the stereogenic centre at the carbon in position five makes the compound a useful substrate for studies where configuration at that position matters.

Brand TCI (Tokyo Chemical Industry)
CAS number 108-27-0
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in standard TCI research-scale packaging; please confirm the pack size when ordering
Physical form —
Storage keep in a tightly closed container under the storage conditions stated on the product label and safety data sheet
  • Catalogue number: M0406

Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight, heat sources, and incompatible materials, following the storage conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container or in a chemically compatible, clearly labelled vessel with a secure closure. Handle in a fume hood using appropriate personal protective equipment, including safety goggles, gloves, and a laboratory coat. Because the compound is polar and hygroscopic behaviour is possible, close the container promptly after use to limit moisture uptake. Consult the safety data sheet before first use and dispose of residues in accordance with institutional chemical waste procedures.

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