Factors other than leaving group ability can be important
المؤلف:
Jonathan Clayden , Nick Greeves , Stuart Warren
المصدر:
ORGANIC CHEMISTRY
الجزء والصفحة:
ص204
2025-05-10
562
In fact, the tetrahedral intermediate would simply never form from an amide and an alcohol; the amide is too bad an electrophile and the alcohol not a good enough nucleophile. We’ve looked at leaving group ability: next we’ll consider the strength of the nucleophile Y and then the strength of the electrophile RCOX.
●Conditions for reaction

If this reaction is to go:
1 X− must be a better leaving group than Y− (otherwise the reverse reaction would take place).
2 Y− must be a strong enough nucleophile to attack RCOX.
3 RCOX must be a good enough electrophile to react with Y−.
الاكثر قراءة في مواضيع عامة في الكيمياء العضوية
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