Discussion
The correct match between Column I and Column II is :
| Column I | Column II |
|---|---|
| (i) p-xylene | (a) one signal in 1H-NMR and two signals in 13C-NMR |
| (ii) 4-methyl cyclohexanone | (b) 2210 cm−1 in IR |
| (iii) 1-Butyne | (c) Two singlets in 1H-NMR |
| (iv) 2, 2-dimethyl propane | (d) λmax 280 (∈ 30) in UV |
Answer: B
The correct match is (i-c) (ii-d) (iii-b) (iv-a).
- p-Xylene shows two singlets in 1H-NMR, the four ring H and the six methyl H (c).
- 4-Methylcyclohexanone, a saturated ketone, has the weak n→π* band near 280 nm with ε about 30 (d).
- 1-Butyne has a C≡C stretch in the IR, which the key places at 2210 cm−1 (b).
- 2,2-Dimethylpropane has twelve equivalent H, one 1H signal, and two kinds of carbon, two 13C signals (a).
Option A gives p-xylene a single proton signal, which ignores the aromatic H, and options C and D give the UV band of a ketone to an alkyne.
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