Keeping in mind what we learned about substitution versus elimination, it turns
ID: 917719 • Letter: K
Question
Keeping in mind what we learned about substitution versus elimination, it turns out that over fluorination is a problem with reacting double bonds with F_2. Why might this reaction be able to produce the following product. (MINT: The first electrophilic addition can work but the fluoronium three membered ring tends to "open" often to generate a carbocation or not even exist because the fluorine atom is too small to make the ring. In addition, the fluoride anion is such a bad nucleophile that it wouldn't know what to do with a cation if it were right in front of him. If you wanted to make just one or even more of one enantiomer from a bromination reaction (that is make it stereoselective), which steps (or transitions) of the reaction would have to be selective. Mint; It may be helpful to look at your arrow pushing mechanism above.Explanation / Answer
4) The addition product is obatined beacuse the carbocation formed is benzylic and the flourine provides +Mesomeric effect making it more stable. The extent of conjugation with benzene further helps for formation of an open carbocation. More over the Flourine is highly reactive species
5_) For single major enatiomer, we would avoid using HBr because HBr will result in formation of
carbocation which would be attacked from both sides giving equally probable attcak.
If we do not allow formation of open carbocation and allow cyclic carbocation(non classical) then only backside attcak is possible results in single major enantiomer.
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