Skip to content
Question of 87

Q.Explain the following reactions with suitable example :

(a) Reimer-Tiemann reaction
(b) Cannizaro reaction
(c) Aldol condensation
(d) Sandmeyer reaction
Andhra Pradesh BieapBIEAP Intermediate Board 2018Subjective· 8mImportance★★★★★
0% · 0/87 Questions
🔒 Locked · start free trial →

You're viewing a preview — the full solution, concept, methods & PYQ mapping are locked.

Start your 14-day free trial to unlock the full solution →

These are four classic named reactions in organic chemistry — Reimer-Tiemann (phenol → salicylaldehyde), Cannizaro (disproportionation of an aldehyde with no α-H), Aldol condensation (self-addition/condensation of carbonyl compounds with α-H), and Sandmeyer (diazonium salt → aryl halide/nitrile using a copper(I) catalyst).

  1. Reimer–Tiemann reaction: phenol is treated with chloroform (CHCl3) and aqueous NaOH, at about 340 K, followed by acidification/hydrolysis. Under the strongly basic conditions, CHCl3 generates a reactive electrophile, dichlorocarbene (:CCl2), which attacks the phenoxide ring at the ortho position; subsequent hydrolysis converts the resulting –CHCl2 group into a –CHO group. C6H5OH→(ii) H3O+(i) CHCl3,NaOH 2-hydroxybenzaldehyde (salicylaldehyde)C_6H_5OH \xrightarrow[\text{(ii) H}_3O^+]{\text{(i) CHCl}_3, NaOH} \ \text{2-hydroxybenzaldehyde (salicylaldehyde)}
  2. Cannizaro reaction: aldehydes that have no α-hydrogen (so cannot undergo aldol condensation), when treated with concentrated (strong) alkali (NaOH), undergo a self oxidation–reduction (disproportionation): one molecule of the aldehyde is oxidised to the corresponding carboxylate salt, while another is simultaneously reduced to the corresponding alcohol. 2HCHO+NaOH→CH3OH+HCOONa2HCHO + NaOH \rightarrow CH_3OH + HCOONa (formaldehyde disproportionates into methanol and sodium formate.)
  3. Aldol condensation: aldehydes/ketones possessing at least one α-hydrogen, when treated with dilute base (or dilute acid), undergo self-addition — the α-carbon of one molecule (as its enolate) attacks the carbonyl carbon of another molecule — to give a β-hydroxy aldehyde/ketone ("aldol"). On heating, this aldol readily loses a molecule of water (dehydration) to give an α,β-unsaturated carbonyl compound. …

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.