Pyrrolidine

19.56 (pKa of conjugate acid in acetonitrile)[3] Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula (CH2)4NH.

Pyrrolidine is prepared industrially by the reaction of 1,4-butanediol and ammonia at a temperature of 165–200 °C and a pressure of 17–21 MPa in the presence of a cobalt- and nickel oxide catalyst, which is supported on alumina.

[5] The reaction is carried out in the liquid phase in a continuous tube- or tube bundle reactor, which is operated in the cycle gas method.

The amino acids proline and hydroxyproline are, in a structural sense, derivatives of pyrrolidine.

[7] Relative to many secondary amines, pyrrolidine is distinctive because of its compactness, a consequence of its cyclic structure.

NFPA 704 four-colored diamond Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas Flammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasoline Instability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calcium Special hazards (white): no code
Nicotine contains an N -methylpyrrolidine ring linked to a pyridine ring.