Q73 · CSIR-NET Chemistry, December 2011
Paper: CSIR-NET December 2011 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: Combined Structure Elucidation · Marks: 2 · Difficulty: Medium
An organic compound $\left(\mathrm{MF}=\mathrm{C}{ }_{8} \mathrm{H}_{10} \mathrm{O}\right)$ exhibited the following ${ }^{1} \mathrm{H} \mathrm{NMR}$ spectral data: $\delta 2.5 (3 \mathrm{H}, \mathrm{s}), 3.8(3 \mathrm{H}, \mathrm{s}), 6.8(2 \mathrm{H}, \mathrm{d}, J=8 \mathrm{Hz}), 7.2(2 \mathrm{H}, \mathrm{d}, J=8 \mathrm{Hz}) \mathrm{ppm}$. The compound among the choices, is
(a)4-ethylphenol
(b)2-ethylphenol
(c)4-methylanisole
(d)4-methylbenzyl alcohol
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
A para-disubstituted ring (two 2H doublets), an OCH₃ singlet at 3.8 and an aryl CH₃ singlet: 4-methylanisole (the 2.5 value is the ArCH₃).
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