ABC26OR0137 · Organic Spectroscopy

Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: NMR 1H · Exam: CSIR-NET DEC 2018 · Marks: 2 · Difficulty: Hard

The compound P undergoes a pericyclic reaction under photochemical conditions to give compound Q. In compound Q, the relative stereochemistry and $^{1}\mathrm{H}$ NMR chemical shift values of methyl groups (in $\delta$ ppm), respectively, are structure

(a)Cis; -5

(b)Trans; 17

(c)Cis; 17

(d)Trans; -5

Answer

Answer (as printed): D

Explanation

Due to aromaticity, the inner trans methyl groups are seen highly upfield at -5 ppm in 1H NMR.

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