ALCOHOLS, PHENOLS & ETHERS (OC-05)
                              |
          ┌───────────────────┼───────────────────┐
       ALCOHOLS            PHENOLS              ETHERS
          |                   |                   |
    ┌─────┴─────┐        ┌────┴────┐         ┌───┴───┐
  Class.   Reactions   Acidity  Reactions  Prep.  Reactions
    |          |          |        |          |       |
  1°,2°,3°  Oxidation  pKa~10  Kolbe      Williamson  HI
    |        (ladder)  resonance Reimer-T.  (SN2,1°X)  cleavage
  Lucas    PCC→CHO    EWG↓pKa  Bromination
  Test     $KMnO_{4}$→COOH EDG↑pKa  (no cat.)
  ($ZnCl_{2}$/  3°→no rxn  -$NO_{2}$    Esterif.
   HCl)   Dehydration  more    ($CH_{3}COCl$)
          Saytzeff     acidic
          3°>2°>1°

Central Unifying Principle: The reactivity of all three classes is governed by the nature of the oxygen-bearing carbon:

• More substituted C → more stable carbocation → faster SN1 (Lucas), easier dehydration
• Aromatic C-O in phenol → resonance stabilization → higher acidity, EAS reactivity