Q18 · CSIR-NET Chemistry, December 2016

Paper: CSIR-NET December 2016 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium

The correct statement for the reactants $\mathrm{A}, \mathrm{B}$ to give products $\mathrm{C}, \mathrm{D}$ is Question structure 1 of 9, ABC26OR0311 Question structure 2 of 9, ABC26OR0311 Question structure 3 of 9, ABC26OR0311 Question structure 4 of 9, ABC26OR0311 Question structure 5 of 9, ABC26OR0311 Question structure 6 of 9, ABC26OR0311 Question structure 7 of 9, ABC26OR0311 Question structure 8 of 9, ABC26OR0311 Question structure 9 of 9, ABC26OR0311
(a)A gives C and B gives D
(b)A gives D and B gives C
(c)A and B gives identical amounts of C and D
(d)A and B give D
Answer
Answer: D ✓ checked by 4AB · confidence medium
Explanation
In both A and B the OMe oxygen displaces the sulfonate intramolecularly (anchimeric assistance), forming the same 2-methyl-1-methyltetrahydrofuranium ion. Water opens it at the unhindered CH₂, so both give D (d).

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