Chemsheets Organic Synthesis Problems Answers [verified] -

| Conversion | Reagents & Conditions | |------------|------------------------| | Alkene → Alkane | H₂, Ni/Pt/Pd catalyst, 150°C | | Alkene → Dihaloalkane | Br₂ (or Cl₂), room temp, no UV | | Alkene → Halohydrin | Br₂ / H₂O (or Cl₂ / H₂O) | | Alkene → Diol | Cold dilute KMnO₄ or OsO₄ | | Haloalkane → Alcohol | NaOH(aq) or KOH(aq), heat under reflux | | Haloalkane → Nitrile | KCN in ethanol/water, heat under reflux | | Haloalkane → Amine | Excess NH₃ in ethanol, heat in sealed tube | | Haloalkane → Alkene | NaOH or KOH in ethanol, heat | | Alcohol → Aldehyde | K₂Cr₂O₇ / H₂SO₄, distil immediately | | Alcohol → Carboxylic acid | K₂Cr₂O₇ / H₂SO₄, heat under reflux | | Aldehyde → Carboxylic acid | K₂Cr₂O₇ / H₂SO₄, heat; or Tollens’ reagent | | Aldehyde → Primary alcohol | NaBH₄ (or LiAlH₄) in water/ethanol; or H₂ / Ni | | Ketone → Secondary alcohol | NaBH₄ or LiAlH₄ | | Carboxylic acid → Ester | Alcohol + conc. H₂SO₄, heat | | Ester → Carboxylic acid + alcohol | Dilute H₂SO₄ or dilute NaOH, heat (hydrolysis) | | Benzene → Nitrobenzene | Conc. HNO₃ + conc. H₂SO₄, 50°C | | Nitrobenzene → Phenylamine | Sn / conc. HCl, then NaOH(aq); or H₂ / Ni | | Phenol derivative from benzene | Via sulfonation / nitration / halogenation |

: If no direct reaction exists, find a common intermediate, such as an alcohol or a haloalkane, which acts as a "hub" for many pathways. Specify Conditions : Always state the reagents (e.g., cap L i cap A l cap H sub 4 cap N a cap B cap H sub 4 Chemsheets Organic Synthesis Problems Answers