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22 Question (4 points) e See page 587 Complete the mechanism and draw the thermodynamic product for the reaction below. 1st attempt Feedback See Periodic Table See Hint

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STEP 1. ELECTROPHILIC ADDITION OF H:

The more substituted double bonds attacks the hydrogen of HI. The result is the formation of an allylic carbocation and the iodide ion:

STEP 2. RESONANCE OF THE ALLYLIC CARBOCATION:

Allylic carbocation are very stable sue to the resonance effect:

STEP 3. ATTACK OF IODIDE

The attack of iodide in the second resonence form, produces the substance we expected to form:

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