Q92 · CSIR-NET Chemistry, June 2011

Paper: CSIR-NET June 2011 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: IR · Marks: 2 · Difficulty: Hard

The major compound $\mathrm{X}$ formed in the following reaction exhibited a strong absorption at $\mathrm{v}_{\boldsymbol{\operatorname { m a x }}}=\mathrm{1765} \mathrm{cm}^{-1}$ in the IR spectrum. The structure of X is: Question structure 1 of 5, ABC26OR0943 Question structure 2 of 5, ABC26OR0943 Question structure 3 of 5, ABC26OR0943 Question structure 4 of 5, ABC26OR0943 Question structure 5 of 5, ABC26OR0943
(a)Option (a) structure 1 of 2, ABC26OR0943 IIO (ט) (ヒ) (u) Option (a) structure 2 of 2, ABC26OR0943
(b)Option (b) structure 1 of 3, ABC26OR0943 Option (b) structure 2 of 3, ABC26OR0943 Option (b) structure 3 of 3, ABC26OR0943
(c)Option (c) structure 1 of 2, ABC26OR0943 Option (c) structure 2 of 2, ABC26OR0943
(d)Option (d) structure 1 of 4, ABC26OR0943 Option (d) structure 2 of 4, ABC26OR0943 Option (d) structure 3 of 4, ABC26OR0943 Option (d) structure 4 of 4, ABC26OR0943
Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
ν(C=O) 1765 cm⁻¹ is typical of a γ-lactone (five-membered ring strain), so X is 5-phenyl-dihydrofuran-2-one (d).

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