{"knowledge_schema": {"broad_category": "Chemistry \u2192 Organic Chemistry \u2192 Reactions and Reagents", "refinement": "This problem involves identifying suitable reagents for specific organic transformations, focusing on nucleophilic addition and subsequent hydrolysis reactions.", "specific_scope": "The first reaction involves the addition of a cyanide ion to a ketone, while the second reaction involves the conversion of a nitrile to a carboxylic acid through hydrolysis.", "goal": "Select the correct reagents that facilitate the specified organic reactions."}, "summary": "In this problem, we are tasked with identifying appropriate reagents for two organic reactions. The first reaction involves the addition of sodium bisulfite (NaHSO3) to 3-pentanone in the presence of sodium cyanide (NaCN) to yield 3-hydroxy-3-methylpentanenitrile. The second reaction requires hydrochloric acid (HCl) to hydrolyze 3-(4-methylphenyl)-3-hydroxybutanenitrile into 3-(4-methylphenyl)-3-hydroxybutanoic acid. The correct reagents are C = NaHSO3 and D = HCl."}