Which of the statement is CORRECT about the mechanism of the following reaction? · ABC26OR0531
Subject: Organic Chemistry · Chapter: Organic Synthesis · Topic: Organic Synthesis – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Hard
Which of the statement is CORRECT about the mechanism of the following reaction? 
(a)DMSO react with alcohol initially to give 
, which reacts with $\mathrm{(COCl)_2}$.
, which reacts with $\mathrm{(COCl)_2}$.(b)$\mathrm{(COCl)_2}$ reacts with the alcohol initially to give 
which reacts with DMSO
which reacts with DMSO(c)DMSO reacts with $\mathrm{(COCl)_2}$ initially to give 
, which reacts with the alcohol.
, which reacts with the alcohol.(d)$\mathrm{(COCl)_2}$ react with DMSO initially to give 
which reacts with the alcohol.
which reacts with the alcohol.Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
In the Swern oxidation DMSO first attacks oxalyl chloride to give the chlorodimethylsulfonium ion (with loss of CO and CO₂); the alcohol then displaces chloride on sulfur and Et₃N triggers the intramolecular elimination.
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