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Chapter 14: Q24P (page 640)

Explain the relative chemical shifts of the benzene ring protons in Figure 14.18.

Short Answer

Expert verified

For proton a it is 7.52 ppm.

For proton b it is 7.64 ppm.

For proton c it is 8.21 ppm.

Step by step solution

01

Step-by-Step SolutionStep 1: Chemical shift  value

The chemical shift represents the position of signals with respect to some standard reference compound TMS. It also represents the processional frequency of different protons present in a molecule.

The chemical shift value for each proton in a benzene ring is near about 7.2 ppm.

02

Chemical shift value for protons of the benzene ring

If the electron-withdrawing group is attached then de-sheilding occurs and the chemical shift value increases. Hence, chemical shift value for c proton is relatively high which is 8.21 ppm, while for proton a and b it is 7.52 ppm and 7.64 ppm, respectively.

Protons in benzene ring

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Most popular questions from this chapter

Would it be better to use 1H NMR or 13C NMR spectroscopy to distinguish 1-butene, cis-2-butene, and 2-methylpropene? Explain your answer.

Where would you expect to find the H1NMR signal of (CH3)2Mgrelative to the TMS signal? (Hint: Magnesium is less electronegative than silicon.)

The followingH1NMR spectra are for four compounds, each with a molecular formula of C6H12O2. Identify the compounds.

a.

b.

c.

d.

Without referring to Table 14.1, label the proton or set of protons in each compound that gives the signal at the lowest frequency a, at the next lowest b, and so on.

Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?
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