ABC26OR0131 · Organic Spectroscopy
Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: Combined Structure Elucidation · Exam: CSIR-NET JUNE 2017 · Marks: 2 · Difficulty: Hard
The correct structure of the compound based on the following characteristic spectral data is IR: $1736\,\mathrm{cm}^{-1}$ $^{1}\mathrm{H}$ NMR: $\delta$ 3.59 (s, 3H), 3.32 (t, 2H), 2.25 (t, 2H), 1.85-1.75 (m, 2H), 1.73-1.62 (m, 2H) $^{13}\mathrm{C}$ NMR: $\delta$ 174.0, 51.0, 32.9, 32.9, 32.8, 31.0, 23.0
(a)
(b)
(c)
(d)
Answer
Answer (as printed): B
Explanation
The OMe protons (1) appear as a singlet at 3.59 ppm. The $\mathrm{CH_{2}}$ protons (3 and 4) appear as multiplets. The $\mathrm{CH_{2}}$ protons (2 and 5) appear as triplets.