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Question 8 (24 pts). For EACH, give a complete curved arrow pushing mechanism, and... 1) Show ALL important resonance contributors for all intermediates. 2) Add non-bonding electrons and C-H bonds to the line-angle structures as required 3) Indicate the Lewis acid/Lewis base (LA, LB) at each step as appropriate, and whether they are also Bronsted acids/bases (LA/BA, LB,BB) :Ö-MgBr Excess PhMgBr a) Ph Ph :Ö-MgBr O-H H3O+ b) Ph Ph Ph Ph part b) is not a trick, it is a simple 1-step reaction, do the curved arrow-pushing for the one step

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Answer #1

Cl ln Qc Step/ → Leaving g up re moval Ph ③ Nucleophile attack LA LB OH 3 Ph ph BA Ph 02

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