November 21, 2024, 12:51:22 PM
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Topic: Ngp or external SN2  (Read 3243 times)

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Offline Zayan

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Ngp or external SN2
« on: October 04, 2024, 11:45:27 AM »
Kindly check this question and the solution provided by the book.



I firstly made the newman projection, acid/base on OH resulting in OH2+. Then NGP by neighbouring bromine and then the other bromine back attack. Then I simply did Finkelstein reaction and hence anti eliminating erythro iodine from vicinal positions making Trans 2 butene. The solution manual however has done something different. Normal external SN2 followed by Iodine removal(see the image). But they have done the anti elimination on threo iodine. It should give cis alkene, but they have given answer as trans alkene. So either I am somehow wrong, or the solution manual has done wrong mechanism. Please help.

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