4-(1-吡咯烷基)吡啶
| 4-(1-吡咯烷基)吡啶 | |
|---|---|
| |
| IUPAC名 4-pyrrolidin-1-ylpyridine | |
| 别名 | 4-(N-吡咯烷基)吡啶 4-吡咯烷基吡啶 |
| 识别 | |
| CAS号 | 2456-81-7 
|
| PubChem | 75567 |
| ChemSpider | 68092 |
| SMILES |
|
| 性质 | |
| 化学式 | C9H12N2 |
| 摩尔质量 | 148.2 g·mol−1 |
| 外观 | 白色固体 |
| 熔点 | 55-56 °C |
| 沸点 | 170-171 °C（12 torr） |
| 危险性 | |
GHS危险性符号 
| |
| GHS提示词 | 危险 |
| H-术语 | H301, H314 |
| P-术语 | P260, P264, P270, P280, P301+310, P301+330+331, P303+361+353, P304+340, P305+351+338, P310, P321, P330, P363, P405 |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
4-(1-吡咯烷基)吡啶是一种有机化合物，化学式为(CH2)4NC5H4N，是白色固体。它的碱性（pKa = 9.58）比4-二甲氨基吡啶（pKa = 9.41）更强而被研究者关注。[1]它常用作碱催化剂。[2]
它可由吡咯烷和4-氯吡啶在碳酸铯存在下、铜/α-甲基葡萄糖甙的催化下于二甲基亚砜水溶液中110 °C加热反应制得；[3]这一反应也可由硝酸锌催化、在乙腈中进行。[4]
参考文献
- ^ 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. PMID 15675863. doi:10.1021/jo048252w.
- ^ Nederberg, Fredrik; Connor, Eric F.; Möller, Michael; Glauser, Thierry; Hedrick, James L. New Paradigms for Organic Catalysts: The First Organocatalytic Living Polymerization. Angewandte Chemie International Edition. 2001, 40 (14): 2712–2715. doi:10.1002/1521-3773(20010716)40:14<2712::AID-ANIE2712>3.0.CO;2-Z.
- ^ Yuanguang Chen, Fangyu Du, Fengyang Chen, Qifan Zhou, Guoliang Chen. Methyl-α-d-glucopyranoside as Green Ligand for Selective Copper-Catalyzed N-Arylation. Synthesis. 2019-12, 51 (24): 4590–4600 [2022-10-20]. ISSN 0039-7881. doi:10.1055/s-0039-1690702 （英语）.
- ^ Sarah Abou-Shehada, Matthew C. Teasdale, Steven D. Bull, Charles E. Wade, Jonathan M. J. Williams. Lewis Acid Activation of Pyridines for Nucleophilic Aromatic Substitution and Conjugate Addition. ChemSusChem. 2015-03, 8 (6): 1083–1087 [2022-10-20]. doi:10.1002/cssc.201403154 （英语）.