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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: (a) How many 1H NMR signals does each of the following compounds exhibit? (b) How many 13C NMR signals does each compound exhibit?

Question: Reaction of C6H5CH2CH2OH with CH3COCl affords compound W, which has molecular formula C10H12O2. W shows prominent IR absorptions at 3088鈥�2897, 1740, and 1606cm-1 . W exhibits the following signals in its 1 H NMR spectrum: 2.02 (singlet), 2.91 (triplet), 4.25 (triplet), and 7.20鈥�7.35 (multiplet) ppm. What is the structure of W? We will learn about this reaction in Chapter 22.

For each compound, first label each different type of proton and then rank the protons in order of increasing chemical shift.

a.

b.

c.

For each compound give the number of NMR signals, and then determine how many peaks are present for each NMR signal.

a.

b.

c.

d.

Rank the highlighted carbon atoms in each compound in order of increasing chemical shift.

a.

b.
See all solutions

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