Friday, July 14, 2017

organic chemistry - SN1 reactivity order


The question is to compare the SN1 reactivity for the following compounds. According to me it should be like R>S>Q>P.



But the correct answer is Q>P>R>S. How can a lone pair donating into a vacant p be more stable than allyl/benzyl carbocation?


These are the four compounds in the order PQRS respectively:
enter image description here




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