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Method / Topic: Organic Chemistry
Bicarbonate deprotonates benzoic acid to water-soluble sodium benzoate, while neutral naphthalene remains mainly in ether. Separating the aqueous layer physically removes the benzoate from naphthalene. Acidifying the aqueous solution reprotonates benzoate, precipitating or regenerating benzoic acid for collection. This conclusion follows from electron flow, functional-group behavior, and the stated experimental conditions. For MCAT organic chemistry, first mark the nucleophile, electrophile, leaving group, and any resonance-stabilized intermediate; then track bonds rather than memorizing a product name. Check stereochemistry, charge, and carbon count before choosing an
, and interpret evidence without overclaiming. Always reconcile the proposed structure with every observation in the
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Correct Answer:
Method / Topic: Organic Chemistry
Bicarbonate deprotonates benzoic acid to water-soluble sodium benzoate, while neutral naphthalene remains mainly in ether. Separating the aqueous layer physically removes the benzoate from naphthalene. Acidifying the aqueous solution reprotonates benzoate, precipitating or regenerating benzoic acid for collection. This conclusion follows from electron flow, functional-group behavior, and the stated experimental conditions. For MCAT organic chemistry, first mark the nucleophile, electrophile, leaving group, and any resonance-stabilized intermediate; then track bonds rather than memorizing a product name. Check stereochemistry, charge, and carbon count before choosing an
, and interpret evidence without overclaiming. Always reconcile the proposed structure with every observation in the
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