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Chemsheets Organic Synthesis Problems Answers

Chemsheets organic synthesis problems are a cornerstone of A-Level chemistry revision, challenging students to connect disparate reactions into logical multi-step pathways. Mastering these requires a shift from memorizing individual reagents to understanding "chemical roadmaps." Essential Synthesis Resources Organic Synthesis (1272) Booklet

2. Common Reagents & Conditions Summary Table

| 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 |

Step 1: Ethanol → Ethanal (oxidation, distil)
Step 2: Ethanal + CH₃MgBr (Grignard from bromomethane + Mg in dry ether) → after acid work-up, gives propan-2-ol (but that’s not target).
Correct: Need to make 2-methylbutan-2-ol: (CH₃)₃C–CH(OH)–CH₃? Wait, structure: (CH₃)₂C(OH)CH₂CH₃.
From ethanol:

Work Backwards (Retrosynthesis): If you don't know how to start, look at the end product. If it’s an ester, you know the immediate previous step likely involved an alcohol and a carboxylic acid.

2 comments

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