i am confused as to why the answer key has D circled. i thougth a williamson syn

Question

i am confused as to why the answer key has D circled. i thougth a williamson synthesis starts with an alcohol

File Edit View History Bookmarks Window Help ED blackboard.learn.fresnostate.edu Chegg Study htths://blackboard.learn.fresn. ourse Documents-Chem 128 https/blackboard.learn fresnos.... https https:/blackboard.learn.fresno.. A) 12-crown-5 B) 12-crown-4 D) 12-crown-12 4. Which reaction is the best Williamson synthesis of cyclohexyl methyl ether (shown below)? 4-crown-12 Cl + CHOH A) B) HsO, 14 CH,Cl D) WE N MacBook Pr

Explanation / Answer

Cyclone hexanol acting as a nucelophile. Will have very less steric hindrance from methyl chloride during substitution reaction (SN2 reaction) .in option D cyclo hexanol has been taken in basic which is better nucelophile than its corresponding alcohol . That's why option D is good choice.

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