Top Exam Mistakes
⚠️ Most Repeated Mistakes in Organic Chemistry Exams
Confusing empirical formula with molecular formula, writing them as if they're always the same.
Empirical formula is the simplest ratio; molecular formula is the actual count. They're only the same when n = 1 (check using molar mass first).
Writing SN1 and SN2 mechanisms without stating which substrate (primary/secondary/tertiary) favours which.
Always link the mechanism to the substrate type: tertiary → SN1 (stable carbocation), primary → SN2 (less steric hindrance).
Forgetting that heterolytic fission produces TWO different species (a cation and an anion), not two identical ones.
State clearly: heterolytic fission gives one carbocation and one carbanion; homolytic fission gives two identical free radicals.
Applying Aldol condensation logic to aldehydes that have no α-hydrogen (like benzaldehyde).
Check for an α-hydrogen first. No α-H means Cannizzaro reaction (disproportionation) instead of Aldol condensation.
Mixing up the acidity order of phenols vs alcohols, or forgetting WHY phenols are more acidic.
Always justify with resonance: the phenoxide ion is stabilized by delocalization into the aromatic ring, which simple alkoxide ions from alcohols cannot do.
Assuming aromatic amines (like aniline) are just as basic as aliphatic amines.
Aromatic amines are LESS basic — the nitrogen lone pair is partly delocalized into the ring by resonance, making it less available to accept a proton.
Writing the general formula for alkenes/alkynes incorrectly (mixing up CₙH₂ₙ and CₙH₂ₙ₋₂).
Memorize as a set: Alkanes CₙH₂ₙ₊₂ (single bond), Alkenes CₙH₂ₙ (double bond), Alkynes CₙH₂ₙ₋₂ (triple bond).
Not showing units or balancing steps clearly in numerical problems (empirical formula, % yield), losing method marks.
Always show each step explicitly (mass → moles → ratio) even when the final answer seems obvious — board marking schemes award marks per correct step.
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