?Draw the major organic product for the reaction of 1-phenylpropan-1-one with HCN and catalytic KCN in H2O.
Question
Draw the major organic product for the reaction of 1-phenylpropan-1-one with HCN and catalytic KCN in H2O.
Solution
The reaction of 1-phenylpropan-1-one with HCN and catalytic KCN in H2O is a nucleophilic addition reaction. Here are the steps to draw the major organic product:
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Identify the carbonyl group in 1-phenylpropan-1-one. This is the site of the nucleophilic attack.
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The cyanide ion (CN-) from HCN/KCN is a strong nucleophile. It will attack the carbonyl carbon, pushing the pi electrons onto the oxygen atom.
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This results in an intermediate with a negative charge on the oxygen atom and a CN group attached to the former carbonyl carbon.
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The negatively charged oxygen atom will then grab a proton (H+) from the water solvent to form a hydroxyl group (OH).
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The final product is a cyanohydrin, specifically 2-hydroxy-2-phenylpropanenitrile. It has an OH group and a CN group on the same carbon atom.
Please note that this is a simplified explanation and the actual mechanism involves several steps including the formation of a cyanohydrin anion intermediate.
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