(Solved): Tertiary alcohols with two identical alkyl groups attached to the alcohol carbon can be made either ...

Tertiary alcohols with two identical alkyl groups attached to the alcohol carbon can be made either from an ester and two moles of a Grignard reagent, or from a ketone and one mole of a Grignard reagent. Use retrosynthetic analysis to suggest one path of each type to synthesize 2-phenyl-2-propanol (or 2-phenylpropan-2-ol). Route 1: Select an Ester, , and an appropriate Grignard, , to give 2-phenyl-2-propanol (or 2-phenylpropan-2-ol) after reaction and an aqueous workup. Route 2: Select a ketone, , and an appropriate Grignard, , to give 2-phenyl-2-propanol (or 2-phenylpropan-2-ol) after reaction and an aqueous workup.