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Chemistry, 01.10.2019 18:10 jhuss03

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 3‑methyl‑3‑pentanol (or 3‑methylpentan‑3‑ol). reagent 1 + reagent 2 ⟶⟶ −→−−h3o+ →h3o+ route 1: select an ester, , and an appropriate grignard, , to give 3‑methyl‑3‑pentanol (or 3‑methylpentan‑3‑ol) after reaction and an aqueous workup. route 2: select a ketone, , and an appropriate grignard, , to give 3‑methyl‑3‑pentanol (or 3‑methylpentan‑3‑ol) after reaction and an aqueous workup

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