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Correct Answer: D
Correct Answer: D
Method / Topic: Organic Chemistry
The correct option matches the required rule and the given information.
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Correct Answer: D
Method / Topic: Organic Chemistry
Acetylation converts the phenolic O–H group into an O–C(=O)CH3 linkage. That linkage is an ester. The original carboxylic acid remains in aspirin, so the key newly created group is not an amide or aldehyde. 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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PASSAGE 1 — ASPIRIN SYNTHESIS AND HYDROLYSIS A student prepares aspirin (acetylsalicylic acid) by reacting salicylic acid with excess acetic anhydride under acid catalysis. The phenolic oxygen of salicylic acid becomes acetylated, while its carboxylic acid group remains present. The crude product is recrystallized from a hot ethanol–water mixture. Later, aspirin is heated with aqueous base, producing salicylate and acetate ions. QUESTION 1: Which functional group is newly formed when salicylic acid is converted to aspirin?
Explanation
Correct Answer: D
Method / Topic: Organic Chemistry
The correct option matches the required rule and the given information.
Short Explanation
Detailed Explanation
Correct Answer: D
Method / Topic: Organic Chemistry
Acetylation converts the phenolic O–H group into an O–C(=O)CH3 linkage. That linkage is an ester. The original carboxylic acid remains in aspirin, so the key newly created group is not an amide or aldehyde. 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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