Part of OC-10 — Practical Organic Chemistry

Cheat Sheet — Complete Quick Reference for OC-10

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LASSAIGNE'S TEST

If compound containsFusion productTest result
N onlyNaCNPrussian blue (FeSO4/NaOH/H2SO4)
S onlyNa2SPurple (nitroprusside); Black PbS (lead acetate)
N + S togetherNaSCNBlood-red (FeCl3) — NOT Prussian blue
ClNaClWhite AgCl (soluble in dilute NH3)
BrNaBrPale yellow AgBr (partially soluble in conc. NH3)
INaIYellow AgI (insoluble in NH3)
FNaFNo precipitate (AgF is water-soluble)

Before AgNO3 test: If N or S present, BOIL with dilute HNO3 first.

FUNCTIONAL GROUP TESTS

GroupTestPositive Result
Phenol (-OH ar.)Neutral FeCl3Violet/blue/green color
PhenolBr2/H2OWhite 2,4,6-tribromophenol ppt
Aldehyde (-CHO)Tollens'Silver mirror
Aldehyde (aliphatic)Fehling'sBrick-red Cu2O ppt
AldehydeSchiff'sPink color
Both C=O2,4-DNPOrange/yellow ppt
Methyl ketoneI2/NaOHYellow CHI3 (iodoform)
-COOHNaHCO3CO2 effervescence
1° amine (-NH2)CHCl3/KOHFoul isocyanide smell
ArNH2NaNO2/HCl then β-naphtholOrange-red azo dye

KMNO4/OXALIC ACID TITRATION

5C2O42+2MnO4+16H+10CO2+2Mn2++8H2O5C_2O_4^{2-} + 2MnO_4^{-} + 16H^+ \rightarrow 10CO_2 + 2Mn^{2+} + 8H_2O

  • No indicator (self-indicating)
  • Temperature: 60–70 °C
  • Endpoint: First persistent faint pink
  • Medium: Dilute H2SO4 (NOT HCl)
  • Mn: +7 → +2 (gains 5e- per KMnO4)
  • Oxalate: +3 → +4 (loses 2e- per C2O42-)

PREPARATIONS

Product (SMILES)FromReagent
Acetanilide CC(=O)Nc1ccccc1Aniline + Ac2OGlacial AcOH, heat
p-Nitroacetanilide CC(=O)Nc1ccc([N+](=O)[O-])cc1AcetanilideHNO3/H2SO4 cold — para major
Iodoform C(I)(I)IAcetone/ethanolI2/NaOH, RT

CATION GROUPS

GroupReagentKey precipitates
IDilute HClPbCl2 white (soluble hot water)
IIH2S/acidicCuS black, PbS black
IIINH4Cl + NH4OHAl(OH)3 white, Fe(OH)3 brown
IVH2S/basicZnS white, NiS black
V(NH4)2CO3CaCO3, BaCO3, SrCO3 white
VINo group reagentMg(OH)2 white; NH4+ → Nessler's brown

CRITICAL NEET TRAPS

  1. N + S → blood-red (NOT Prussian blue)
  2. KMnO4 titration → no indicator, 60–70 °C
  3. AgI → yellow, insoluble in NH3
  4. Iodoform → methyl ketones only (not all ketones)
  5. Fehling's → negative for benzaldehyde
  6. Carbylamine → primary amines only
  7. Boil with HNO3 before AgNO3 test if N or S present

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