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Grade 11Organic Chemistry

3-Bromo pentan2-one shows very large rates of Sn-2 substitution rate in comparison to 2-bromo butane. Why ???

Profile image of Swapnil Saxena
14 Years agoGrade 11
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1 Answer

Profile image of Shashwat Tiwari
ApprovedApproved Tutor Answer14 Years ago

Because of -M (withdrawing) effect of ketone group, 3-Bromo Pentan-2-one has high partial positive charge on the carbon attatched to bromine, due to which neucleophile will have high tendency to attack, before bromine can leave, hence SN2 reaction takes place..........