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Chapter 14: Q.21558-14-5P. (page 534)

How many NMR signals does each compound give?

a.

b.

c.

d.

Short Answer

Expert verified

a. 3

b. 4

c. 5

d. 3

Step by step solution

01

NMR spectroscopy

The chemical shift鈥檚 value of a proton depends on the type of atom attached to it. If it is attached to an electronegative atom, the value of the chemical shift increases.

02

 1H NMR signals in a and b

a.

The given compound has a plane of symmetry, as shown below.

Structure of a

Thus, the given compound has three types of protons, and it will give three signals.

b.

The given compound has four types of protons, and it will give four signals, as shown below.

Structure of b

03

 1H NMR signals in c and d

c.

The given compound has five types of protons, and it will give five signals, as shown below.

Structure of c

d.

The given compound has a plane of symmetry, as shown below.

Structure of d

Thus, the given compound has three types of protons, and it will give three signals.

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Most popular questions from this chapter

Question: 18-Annulene shows two signals in its 1 H NMR spectrum, one at 8.9 (12 H) and one at 鈥�1.8 (6 H) ppm. Using a similar argument to that offered for the chemical shift of benzene protons, explain why both shielded and deshielded values are observed for 18-annulene.

Question: Which compounds give a \({}^{\bf{1}}{\bf{H}}\) NMR spectrum with two signals in a ratio of 2:3?

a.

b.

c.

d.

Draw all constitutional isomers of molecular formula C3H6Cl2.

a. How many signals does each isomer exhibit in its 1HNMR spectrum?

b.How many lines does each isomer exhibit in its 13CNMR spectrum?

c. When only the number of signals in both 1Hand 13C NMR spectroscopy is considered, is it possible to distinguish all of these constitutional isomers?

The 1H NMR spectrum of CH3OH recorded on a 500 MHz NMR spectrometer consists of two signals, one due to the CH3 protons at 1715 Hz and one due to the OH proton at 1830 Hz, both measured downfield from TMS. (a) Calculate the chemical shift of each absorption. (b) Do the CH3 protons absorb upfield or downfield from the OH proton?

Question: What splitting pattern is observed for each proton in the following compounds?

a.

b.
See all solutions

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