4-Pyrrolidinylpyridine
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IUPAC name 4-pyrrolidin-1-ylpyridine | |
Other names 4-(1-pyrrolidinyl)pyridine | |
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ECHA InfoCard | 100.017.759 |
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Properties | |
Chemical formula | C9H12N2 |
Molar mass | 148.209 g·mol−1 |
Appearance | white solid |
Melting point | 55–56 °C (131–133 °F; 328–329 K) |
Boiling point | 170–171 °C (338–340 °F; 443–444 K) 12 TTor |
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Hazard statements | H301, H314 |
Precautionary statements | P260, P264, P270, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P405, P501 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
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
- ^ Kaljurand, I.; Kütt, A.; Sooväli, L.; Rodima, T.; Mäemets, V.; Leito, I.; Koppel, I. A. (2005). "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. 70 (3): 1019–1028. doi:10.1021/jo048252w. PMID 15675863.
- ^ Nederberg, Fredrik; Connor, Eric F.; Möller, Michael; Glauser, Thierry; Hedrick, James L. (2001). "New Paradigms for Organic Catalysts: The First Organocatalytic Living Polymerization". Angewandte Chemie International Edition. 40 (14): 2712–2715. doi:10.1002/1521-3773(20010716)40:14<2712::AID-ANIE2712>3.0.CO;2-Z.