3,3-Diethyl-2-pyrrolidinone

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Chemical structure of 3,3-Diethyl-2-pyrrolidinone

3,3-Diethyl-2-pyrrolidinone is an organic compound belonging to the class of pyrrolidinones, which are cyclic amides derived from pyrrolidine. This compound is characterized by the presence of two ethyl groups attached to the third carbon of the pyrrolidinone ring.

Chemical Structure and Properties

3,3-Diethyl-2-pyrrolidinone has the molecular formula C8H15NO. The structure consists of a five-membered lactam ring with two ethyl groups at the 3-position. The presence of the lactam group makes it a versatile intermediate in organic synthesis.

Physical Properties

  • Molecular Weight: 141.21 g/mol
  • Appearance: Colorless to pale yellow liquid
  • Boiling Point: Approximately 210°C
  • Solubility: Soluble in organic solvents such as ethanol and acetone

Chemical Properties

3,3-Diethyl-2-pyrrolidinone is stable under normal conditions but can undergo hydrolysis in the presence of strong acids or bases, leading to the formation of the corresponding carboxylic acid and amine.

Synthesis

The synthesis of 3,3-Diethyl-2-pyrrolidinone can be achieved through various methods, including the cyclization of appropriate precursors such as 3,3-diethylglutaric acid or its derivatives. The cyclization is typically facilitated by heating in the presence of a dehydrating agent.

Applications

3,3-Diethyl-2-pyrrolidinone is used primarily as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its ability to act as a building block in the formation of more complex molecules makes it valuable in medicinal chemistry.

Safety and Handling

As with many organic compounds, proper safety precautions should be taken when handling 3,3-Diethyl-2-pyrrolidinone. It should be stored in a cool, dry place, away from sources of ignition. Personal protective equipment such as gloves and goggles should be used to prevent skin and eye contact.

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Contributors: Prab R. Tumpati, MD