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Jerry needs to make the molecule P below starting from acetaldehyde. The Sanchez

ID: 691978 • Letter: J

Question

Jerry needs to make the molecule P below starting from acetaldehyde. The Sanchez family have all suggested different routes that Jerry could use. Which method would you recommend to Jerry? H3C OH CH3 H3C H3 P Beth's route 1) CH3 O 1a) H3C-Li 1b) H30* BrMg CH3 H3CH 2) PCC Morty's Route CH3 O 1) H3C MgBr Mg 2) H3C-l Summer's Route 1) Mg, THP O 1a)H3CLi 1b) H3O 2) HBr O Beth's route O Morty's route O Summer's route O Either Beth's or Summer's route will work OAll of these routes will result in product P

Explanation / Answer

Either Beth's or Summer's route will work.

Explanation: Reaction of organolithium reagent with aldehyde produces alchol as product. PCC is a oxidising agent which oxidises secondary alcohol to ketone. reaction of grignard reagent with ketone produces tertiary alcohol as product.

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