4-Pyrrolidinylpyridine Explained

4-Pyrrolidinylpyridine is an organic compound with the formula (CH2)4NC5H4N. The molecule consists of a pyrrodinyl group ((CH2)4N-) attached via N to the 4-position of pyridine. It is a white solid. The compound has attracted interest because it (pKa = 9.58) is more basic than dimethylaminopyridine (pKa = 9.41).[1] It is a popular base catalyst.[2]

References

  1. Kaljurand, I. . Kütt, A. . Sooväli, L. . Rodima, T. . Mäemets, V. . Leito, I. . Koppel, I. A. . Extension of the Self-Consistent Spectrophotometric Basicity Scale in Acetonitrile to a Full Span of 28 pKa Units: Unification of Different Basicity Scales . J. Org. Chem. . 2005 . 70 . 3 . 1019 - 1028 . 10.1021/jo048252w . 15675863.
  2. 10.1002/1521-3773(20010716)40:14<2712::AID-ANIE2712>3.0.CO;2-Z. New Paradigms for Organic Catalysts: The First Organocatalytic Living Polymerization. 2001. Nederberg. Fredrik. Connor. Eric F.. Möller. Michael. Glauser. Thierry. Hedrick. James L.. Angewandte Chemie International Edition. 40. 14. 2712–2715.

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