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C=O is sp2 and electrophilic (): Reactivity order — HCHO > aldehydes > ketones (steric + +I effects of alkyl groups reduce ketone reactivity).
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Distinction Tests: 2,4-DNP = all C=O (orange ppt); Tollens' = aldehydes only (silver mirror); Fehling's = aldehydes only (brick-red Cu2O); iodoform = CH3CO- compounds → yellow CHI3.
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Reductions: NaBH4/LiAlH4 → C-OH (alcohol, O retained); Clemmensen (acidic, Zn-Hg/HCl) or Wolff-Kishner (basic, NH2NH2/KOH) → CH2 (O removed completely).
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Alpha-H Rule (the most important rule): Alpha-H present → Aldol condensation (dil. NaOH) → beta-hydroxy carbonyl → (heat) → alpha,beta-unsaturated carbonyl. No alpha-H → Cannizzaro (conc. NaOH) → acid salt + alcohol.
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Iodoform Positives vs Negatives: Positive: CH3CHO, CH3COCH3, any CH3COR, ethanol, isopropanol. Negative: HCHO, methanol, diethyl ketone, benzaldehyde, propan-1-ol.
Part of OC-06 — Aldehydes & Ketones
Aldehydes & Ketones: 5-Bullet NEET Flash Summary
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