3. A popular "protecting group" strategy in organic synthesis involves the reaction of alcohols with the cyclic molecule shown below. It is carried out in the presence of acid in an anhydrous solvent. Br OH H+ CH₂Cl₂ a. Predict the product(s) of this reaction, as well as an arrow-pushing mechanism that shows how it/they are formed. Grignard formed from answer to part a b. The reaction product you generated in part a can be turned into a Grignard reagent. If you did so, predict the product(s) that would result from the reaction of this reagent with cyclohexanone.

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3. A popular "protecting group" strategy in organic synthesis involves the reaction of alcohols with
the cyclic molecule shown below. It is carried out in the presence of acid in an anhydrous solvent.
Br
OH
H+
CH₂Cl₂
a. Predict the product(s) of this reaction, as well as an arrow-pushing mechanism that
shows how it/they are formed.
Grignard formed from +
answer to part a
b. The reaction product you generated in part a can be turned into a Grignard reagent. If
you did so, predict the product(s) that would result from the reaction of this reagent with
cyclohexanone.
Transcribed Image Text:3. A popular "protecting group" strategy in organic synthesis involves the reaction of alcohols with the cyclic molecule shown below. It is carried out in the presence of acid in an anhydrous solvent. Br OH H+ CH₂Cl₂ a. Predict the product(s) of this reaction, as well as an arrow-pushing mechanism that shows how it/they are formed. Grignard formed from + answer to part a b. The reaction product you generated in part a can be turned into a Grignard reagent. If you did so, predict the product(s) that would result from the reaction of this reagent with cyclohexanone.
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