Organic Reagent Map – Class XII
(Quick reference for organic conversions)
1. Carbon Chain Expansion and Reduction Reagents
(A) Reagents for Increasing Carbon Chain Length
• Alcoholic KCN
Alkyl halide → Nitrile
Carbon chain increases by one carbon
R–X → R–C≡N
• Grignard Reagent (RMgX)
Adds an alkyl group (R) to aldehydes and ketones
HCHO + RMgX → 1° alcohol
R′CHO + RMgX → 2° alcohol
R′COR″ + RMgX → 3° alcohol
• Wurtz Reaction (Na / dry ether)
Coupling of alkyl halides
Forms symmetrical alkanes
2R–X → R–R
(B) Reagents for Decreasing Carbon Chain Length
• Hofmann Bromamide Reaction (Br₂ + KOH)
Amide → Amine (loss of one carbon)
R–CONH₂ → R–NH₂
• Decarboxylation (Soda lime: NaOH + CaO)
Carboxylic acid → Alkane
R–COONa → R–H + CO₂
2. Oxidation–Reduction Reagents
Reagent Nature Conversion
KMnO₄ / Strong oxidising
Alcohol → Carboxylic acid
K₂Cr₂O₇ agent
PCC Mild oxidising 1° alcohol → Aldehyde
Reagent Nature Conversion
agent
CrO₃
Oxidising agent 2° alcohol → Ketone
(anhydrous)
Strong reducing Acid / Ester / Nitrile → Alcohol /
LiAlH₄
agent Amine
Mild reducing
NaBH₄ Aldehyde / Ketone → Alcohol
agent
3. Substitution and Elimination Reagents
(A) Conversion to Alkyl Halides
• SOCl₂ (Thionyl chloride)
Alcohol → Alkyl chloride
• PCl₅ / PCl₃
Alcohol or acid → Chloride
(B) Formation of Alkenes
• Alcoholic KOH
Alkyl halide → Alkene (β-elimination)
• Conc. H₂SO₄ at 443 K
Alcohol → Alkene (dehydration)
(C) Regeneration of Alcohols
• Aqueous KOH
Alkyl halide → Alcohol
4. Important Special / Named Reagents
• DIBAL-H
Selective reduction of:
Nitrile → Aldehyde
Ester → Aldehyde
• Anhydrous AlCl₃
Catalyst for Friedel–Crafts alkylation and acylation
• NaNO₂ + HCl (0–5 °C)
Aniline → Benzene diazonium chloride
• Sn + HCl or Fe + HCl
Nitrobenzene (–NO₂) → Aniline (–NH₂)
5. Key Nitrile Conversions
• Complete hydrolysis:
R–C≡N → R–COOH
• Partial hydrolysis:
R–C≡N → R–CONH₂
• Reduction:
R–C≡N → R–CH₂NH₂ (1° amine)
6. Exam Strategy for Organic Conversions
• If carbon chain increases, use KCN or RMgX
• If oxidation level increases, use KMnO₄ / K₂Cr₂O₇
• If aromatic conversions are involved, first prepare diazonium salt
• Always track:
– Carbon count
– Functional group change
– Oxidation level