ABC26OR0135 · Organic Spectroscopy
Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: NMR 1H · Exam: CSIR-NET JUNE 2018 · Marks: 2 · Difficulty: Hard
The correct match of protons in column A with the $^{1}\mathrm{H}$ NMR chemical shifts in column B for the product of the following reaction is 
| Column A | Column B |
|---|---|
| P. $H_A$ | 1. -0.3 |
| Q. $H_B$ | 2. 5.1 |
| R. $H_1$ and $H_7$ | 3. 6.4 |
| S. $H_{2-6}$ | 4. 8.5 |
(a)P-2, Q-1, R-3, S-4
(b)P-1, Q-2, R-4, S-3
(c)P-4, Q-1, R-3, S-2
(d)P-2, Q-4, R-1, S-3
Answer
Answer (as printed): A
Explanation
For HA, the chemical shift value will be 5.1. $\mathrm{H_{1}}$ and $\mathrm{H_{7}}$ are more relatively more shielded and thus have lower chemical shift value than the rest. There is a large chemical shift difference between endo and exo methylene protons, thus HB is -0.3 ppm.