Organic Chemistry QUIZ Chapter Name: Which af the following alkyl halides underg
ID: 1029771 • Letter: O
Question
Organic Chemistry QUIZ Chapter Name: Which af the following alkyl halides undergo SN2 reactions? You may choose mare than one answer Al bencyl bromide B) bromobenzene C] 1-broma-1-butene D) 1-bromo-2 butene El 2-bromo-2-phenylpropane 2. Provide a detailed, stepwise mechanism for folowing E1 reaction. CH, CH, Be 3. How many alkene products can be formed when the alkyl iodide shown below undergoes E2 elimination? I CH Show the mechanism for treatment of 4-methylcyclohexanol with hot acid gives 1-methylcyclohexene. (Hint; consider several H-shifts)Explanation / Answer
Answer 1. A, D, E.
Explanation: SN1 reaction follow carbocation as intermediate. The stability of carbocation decides weather reaction will undergo SN1 reaction or not.
Stability of carbocation: benzylic> allylic> tertiary> secondary>primary> vinyllic.
If the generated carbocation is either benzylic (as answerA) or allylic(as answer D) or tertiary (as answer E) then such substrates will undergo SaN1 reaction.
The bromobenzene will not leave bromine and form phenyl carbocation as carbonbromine bond is having double bond character and hence will not leave.
The 1bromo1butene will not form vinyllic carbocation hence it is unstable.
So the correct answer s are A,D and E.
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