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Method / Topic: Organic Chemistry
Deprotonation produces an alkoxide-like serine oxygen with greater electron density. That oxygen is therefore a stronger nucleophile and can attack the electrophilic ester carbonyl carbon. The step does not create an alkene or permanently protonate the carbonyl. To solve this MCAT organic chemistry item, identify the reacting functional group, nucleophile, electrophile, and leaving group. Follow bonds: state which bond forms, which bond breaks, and how charge changes. For carbonyl chemistry, distinguish addition from acyl substitution and track the original carbonyl oxygen. For oxidation or reduction, compare carbon bonds to oxygen and hydrogen. For stereochemistry, decide whether the center is planar, chiral, or attacked from one face. In separation and spectroscopy
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Correct Answer:
Method / Topic: Organic Chemistry
Deprotonation produces an alkoxide-like serine oxygen with greater electron density. That oxygen is therefore a stronger nucleophile and can attack the electrophilic ester carbonyl carbon. The step does not create an alkene or permanently protonate the carbonyl. To solve this MCAT organic chemistry item, identify the reacting functional group, nucleophile, electrophile, and leaving group. Follow bonds: state which bond forms, which bond breaks, and how charge changes. For carbonyl chemistry, distinguish addition from acyl substitution and track the original carbonyl oxygen. For oxidation or reduction, compare carbon bonds to oxygen and hydrogen. For stereochemistry, decide whether the center is planar, chiral, or attacked from one face. In separation and spectroscopy
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