ABC26OR0834 · Reaction Mechanism I

Subject: Organic Chemistry · Chapter: Reaction Mechanism I · Topic: Reaction Mechanism – I – General · Exam: JAM 2005-2022 · Marks: 2 · Difficulty: Hard

Rationalize the following observations using suitable mechanism.

(a)Nitratino of 4t-butyltoluene gives 4-nitrotoluene as one of the products.

(b)cis-1-t-butylcyclohexyltrimethylammonium hydroxide undergoes Hoffmann elimination to yield 4-t butylcyclohexene whereas the trans isomer does not (use conformations) explain.

(c)$\mathrm{PhMgBr}+2 \mathrm{PhCHO} \xrightarrow[\text { 2. acid workup }]{\text { 1. dry ether }} \mathrm{PhCOPh}+\mathrm{PhCH}_{2} \mathrm{OH}$

Answer

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Explanation

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