ABC26OR0721 · Spectroscopy

Subject: Organic Chemistry · Chapter: Spectroscopy · Topic: Spectroscopy – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Medium

The complex is Common Data for Q. 50 and Q. 51 An organic compound $[\mathrm{X}]\left(\mathrm{C}_{12} \mathrm{H}_{16} \mathrm{O}_{3}\right)$ exhibits the following spectral data IR : $-1720 \mathrm{cm}^{-1}$ ${ }^{1} \mathrm{H}$ NMR : 2.35 (s, 6H), 3.30 (s, 3H), 3.83 (t, 2H), 4.42 (t, 2H), 7.07 (s, 1H), 7.58 (s, 2H) The compound $[\mathrm{X}]$ with an excess of MeMgBr gives a $1: 1$ mixture of compounds $[\mathrm{Y}]$ and $[\mathrm{Z}]$. The compound [Z] exhibits the following ${ }^{1} \mathrm{H} \mathrm{NMR}$ data: $2.0(\mathrm{bs}, 1 \mathrm{H}), 3.30(\mathrm{s}, 3 \mathrm{H}), 3.56(\mathrm{t}, 2 \mathrm{h}), 3.70(\mathrm{t}, 2 \mathrm{H})$
(a) Mn  H 2O 6  
(b) Fe  CN 6 
(c) Fe  H 2O 6 
(d) Fe  H 2O 6  Common Data for Q. 50 and Q. 51 An organic compound  X   C12 H16O3  exhibits the following spectral data IR : – 1720 cm–1 1 H NMR : 2.35 (s, 6H), 3.30 (s, 3H), 3.83 (t, 2H), 4.42 (t, 2H), 7.07 (s, 1H), 7.58 (s, 2H) The compound [X] with an excess of MeMgBr gives a 1 : 1 mixture of compounds [Y] and [Z]. The compound [Z] exhibits the following 1H NMR data: 2.0 (bs, 1H), 3.30 (s, 3H), 3.56 (t, 2h), 3.70 (t, 2H)
Answer
Answer (as printed): D
Explanation
No explanation was printed for this question.

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