Identify compound from its molecular formula and its 1H NMR spectrum: C,H12122715432.1108.68 (ppm)frequency

First, calculate double bond equivalent of C9H12. It is given as: DBE = C + 1 - H2 - X2 + N2= 9 + 1…

Answered: C,H12 12 27 15 4 3 2. 1 10 8. 6 8 (ppm)…

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C,H12 12 27 15 4 3 2. 1 10 8. 6 8 (ppm) frequency

Principles of Instrumental Analysis

7th Edition

ISBN:9781305577213

Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Chapter18: Raman Spectroscopy

Section: Chapter Questions

Problem 18.2QAP

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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

Identify compound from its molecular formula and its¹H NMR spectrum:

C,H12
12
27
15
4
3
2.
1
10
8.
6
8 (ppm)
frequency

Expert Solution

Step 1

First, calculate double bond equivalent of C₉H₁₂. It is given as:

$\begin{array}{rcl} D B E & = & C + 1 - \frac{H}{2} - \frac{X}{2} + \frac{N}{2} \\ = & 9 + 1 - \frac{12}{2} \\ = & 4 \end{array}$

This indicates that the compound may contain an aromatic ring.

Step 2

The number of peaks in an NMR spectra is equal to the number of equivalent protons/set of equivalent protons in the structure. The splitting of an NMR signal is according to the N+1 rule, where N is the number of neighboring protons. The chemical shift is according to the shielding/deshielding nature of protons in the magnetic field.

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