1851 — Alexander Williamson synthesizes diethyl ether from diethyl sulfate + ethoxide
→ Establishes Williamson Ether Synthesis principle (SN2 mechanism)
1860 — Hermann Kolbe discovers carboxylation of sodium phenoxide with $CO_{2}$
→ Kolbe (Kolbe-Schmitt) Reaction: produces salicylic acid
1876 — Karl Ludwig Reimer and Ferdinand Tiemann discover formylation of phenol
→ Reimer-Tiemann Reaction: $CHCl_{3}$/NaOH gives salicylaldehyde via :$CCl_{2}$
1880s — Salicylic acid used as antiseptic and pain reliever
→ Led directly to Bayer synthesizing aspirin (acetylsalicylate) in 1897
1975 — E.J. Corey and W.L. Mock develop PCC (pyridinium chlorochromate)
→ Selective mild oxidant for 1° alcohol → aldehyde without over-oxidation
NEET Context:
All five reactions (Williamson, Kolbe, Reimer-Tiemann, Lucas test, PCC oxidation)
are explicitly in the CBSE Class 12 curriculum and appear regularly in NEET papers.
Part of OC-05 — Alcohols, Phenols & Ethers
Timeline — Discovery and History of Key Reactions
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