COMEDK2025ChemistryHydrocarbonsActual
Which one of the following is the product (Z) formed at the end of the given reaction: aligned & Propan-1-ol + SOCl ₂ [ X ] & [ X ]+ HC C - Na [ Y ] & [ Y ]+ H ₂ SO ₄ / HgSO ₄, 330 ~K [ Z ] aligned
Options
- APentan-2-one.
- BPentanal.
- CPent-2-ene.
- DPentan-2-ol.
Correct answer
A. Pentan-2-one.
Step-by-step solution
The reaction of propan-1-ol with SOCl ₂ follows the Darzens halogenation mechanism to produce 1-chloropropane as product [X]. CH ₃ CH ₂ CH ₂ OH + SOCl ₂ CH ₃ CH ₂ CH ₂ Cl + SO ₂ + HCl The reaction of 1-chloropropane [X] with sodium acetylide ( HC C - Na ) is a nucleophilic substitution ( S _N2 ) reaction, yielding pent-1-yne as product [Y]. CH ₃ CH ₂ CH ₂ Cl + HC C - Na CH ₃ CH ₂ CH ₂ C CH + NaCl The hydration of pent-1-yne [Y] in the presence of H ₂ SO ₄ and HgSO ₄ (Kucherov reaction) follows Markovnikov addition