CBSE Class 12 · 2016 · All India · Haloalkanes and HaloarenesShort Answer

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Write the major monohalo product(s) in each of the reactions shown in the figure (three substrate + reagent pairs, labelled i, ii and iv as printed).
Structure Reaction (i)
Reaction (i)
Structure Reaction (ii)
Reaction (ii)
Structure Reaction (iv) as printed
Reaction (iv) as printed

Solution

Each displayed substrate gives one major monohalide, fixed by its reagent:
• addition of HX to the drawn alkene: Markovnikov — the halogen lands on the carbon that forms the more stable (more substituted) carbocation; with HBr + peroxide the orientation reverses (anti-Markovnikov, radical chain);
• SOCl/pyridine on the drawn alcohol: –OH → –Cl at the same carbon (by-products SO, HCl escape);
• NBS (or X/Δ, light) on the drawn alkene/arene side-chain: substitution at the \textbf{allylic/benzylic} position, the resonance-stabilised radical deciding the site.
Write the halogen at the position these rules fix for each figure, leaving the rest of the skeleton unchanged.

CBSE Class 12 Board · 2016 · All India · Subjective

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