ChemistryNEB 2082

Write the chemical equations to illustrate the following reactions : [5×1=5] a) 2,4 DNP test b) Reimer Tiemann reaction c) Williamson's reaction d) Perkin's condensation reaction e) Wurtz Fittig's…

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Write the chemical equations to illustrate the following reactions : [5×1=5]

  • a) 2,4-DNP test
  • b) Reimer-Tiemann reaction
  • c) Williamson's reaction
  • d) Perkin's condensation reaction
  • e) Wurtz-Fittig's reaction

Answer

Chemical equations for the listed reactions

a) 2,4‑DNP test – formation of a 2,4‑dinitrophenylhydrazone from a carbonyl compound.

acetophenoneacetophenoneEtOH, HClH2O
2,4-DNP test: Formation of orange/red hydrazone precipitate (real structure shown)

b) Reimer‑Tiemann reaction – ortho‑formylation of phenol.

phenolphenol+CHCl3+3NaOHreflux, aqueous NaOH3NaCl+2H2O
Reimer-Tiemann reaction: Ortho-formylation of phenol (dichlorocarbene intermediate not shown)

c) Williamson’s ether synthesis – SN2 displacement of an alkyl halide by an alkoxide.

CH3Br+NaOCH2CH3acetone, refluxCH3OCH2CH3+NaBr
Williamson ether synthesis (methyl ethyl ether)

d) Perkin condensation – condensation of an aromatic aldehyde with acetic anhydride (or acetic acid) in the presence of sodium acetate to give an α,β‑unsaturated acid.

benzaldehydebenzaldehyde+acetic anhydrideacetic anhydride+NaOAcreflux, sodium acetateCH3COONa+H2O
Perkin condensation: α,β-unsaturated acid formation (mechanism: aldol-like condensation)

e) Wurtz‑Fittig reaction – coupling of an aryl halide with an alkyl halide using metallic sodium.

2Nadry ether, refluxtoluenetoluene+2NaBr
Wurtz-Fittig reaction: Aryl-alkyl coupling (radical intermediate)

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