Chapter 17, Problem 46PP

Interpretation Introduction

Interpretation: The given compounds should be distinguished by using IR spectroscopy, ${}^{\text{1}}\text{H}\text{NMR}$ spectroscopy and ${}^{\text{13}}\text{C NMR}$ spectroscopy.

Concept introduction:

• In the IR spectrum, the signal just above 3000 ${\text{cm}}^{\text{-1}}$ confirms the presence of  aromatic ring
• Aromatic compound also produces a series of signals between 1450 and 1650 ${\text{cm}}^{\text{-1}}$ in the IR spectrum
• In the ${}^{\text{1}}\text{H}\text{NMR}$ spectrum, the signals between 6.5 and 8ppm confirms the aromatic ring. The presence of a multiplet near 7 ppm is one of the best way to verify the aromatic ring
• The carbon atoms of aromatic rings typically produce signals in the range of 100-150ppm in ${}^{\text{13}}\text{C NMR}$ spectrum. The number of signals is very helpful in determining the specific substitution for substituted aromatic ring.