Problem: Reduction of acetone (H3CCOCH3) with LiAlD4 (lithium aluminum deuteride, deuterium = an isotope of hydrogen), followed by aqueous acid workup (H3O+) would provide

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Reduction of acetone (H3CCOCH3) with LiAlD4 (lithium aluminum deuteride, deuterium = an isotope of hydrogen), followed by aqueous acid workup (H3O+) would provide

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Based on our data, we think this problem is relevant for Professor Barra's class at UWATERLOO.