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Compare the basicity of the following compounds: 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydroquinoline

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1,2,3,4-Tetrahydroisoquinoline is more basic than 1,2,3,4-Tetrahydroquinoline. This is due to the electron-donating effect of the aromatic ring in isoquinoline, which increases the electron density on the nitrogen atom, making it more readily protonated. In contrast, the aromatic ring in quinoline is further away from the nitrogen atom, resulting in a weaker electron-donating effect and lower basicity.


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