Let's analyze each reaction step-by-step. The central compound is cyclohexanol (a cyclohexane ring with an -OH group). The reagents listed will convert the alcohol into different functional groups. Let's match each reagent to its product: 1. **H₂CrO₄ (chromic acid)** oxidizes a primary alcohol to a carboxylic acid and a secondary alcohol to a ketone. Cyclohexanol is a secondary alcohol, so the product is cyclohexanone. 2. **SOCl₂ (thionyl chloride)** replaces the -OH with a Cl, forming cyclohexyl chloride. 3. **PCC (Pyridinium chlorochromate)** oxidizes secondary alcohols to ketones, just like H₂CrO₄, so the product is cyclohexanone. 4. **TsCl, Py (tosyl chloride, pyridine)** converts -OH into -OTs (tosylate), which is a good leaving group. The product is cyclohexyl tosylate. 5. **H₂SO₄, heat** causes dehydration of alcohol to form an alkene. Cyclohexanol will lose water to form cyclohexene. 6. **NaH** is a strong base and will deprotonate the alcohol to form the cyclohexoxide anion. 7. **NaOCl/HOAc** is a mild oxidant, oxidizing secondary alcohols to ketones, so the product is cyclohexanone. Now, match these products to the given options (A, B, C, D, E, F): - Cyclohexanone is option C. - Cyclohexyl chloride is option A. - Cyclohexyl tosylate is option D. - Cyclohexene is option E. - Cyclohexoxide anion is option B. Let's assign each: - H₂CrO₄ → C - SOCl₂ → A - PCC → C - TsCl, Py → D - H₂SO₄, heat → E - NaH → B - NaOCl/HOAc → C **Final Answer:** H₂CrO₄: C SOCl₂: A PCC: C TsCl, Py: D H₂SO₄, heat: E NaH: B NaOCl/HOAc: C