4-(1-吡咯烷基)吡啶
外觀
4-(1-吡咯烷基)吡啶 | |
---|---|
IUPAC名 4-pyrrolidin-1-ylpyridine | |
別名 | 4-(N-吡咯烷基)吡啶 4-吡咯烷基吡啶 |
識別 | |
CAS號 | 2456-81-7 |
PubChem | 75567 |
ChemSpider | 68092 |
SMILES |
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性質 | |
化學式 | C9H12N2 |
摩爾質量 | 148.2 g·mol−1 |
外觀 | 白色固體 |
熔點 | 55-56 °C |
沸點 | 170-171 °C(12 torr) |
危險性 | |
GHS危險性符號 | |
GHS提示詞 | 危險 |
H-術語 | H301, H314 |
P-術語 | P260, P264, P270, P280, P301+310, P301+330+331, P303+361+353, P304+340, P305+351+338, P310, P321, P330, P363, P405 |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
4-(1-吡咯烷基)吡啶是一種有機化合物,化學式為(CH2)4NC5H4N,是白色固體。它的鹼性(pKa = 9.58)比4-二甲氨基吡啶(pKa = 9.41)更強而被研究者關注。[1]它常用作鹼催化劑。[2]
它可由吡咯烷和4-氯吡啶在碳酸銫存在下、銅/α-甲基葡萄糖甙的催化下於二甲基亞碸水溶液中110 °C加熱反應製得;[3]這一反應也可由硝酸鋅催化、在乙腈中進行。[4]
參考文獻
[編輯]- ^ 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 (英語).
- ^ 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 (英語).