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Magazine Chapter 14: Q3P (page 527)
Question: How many \(^{\bf{1}}{\bf{H}}\) NMR signals does each compound show?
a. 
b. 
c. 
d. 
e. 
f. 
g. 
h. 
Short Answer
2
2
2
2
4
4
5
4
Step by step solution
NMR spectroscopy
Different types of proton NMR signals are observed in compounds due to the presence of different protons. The environment of these protons is affected by electron-withdrawing and electron-releasing groups.
Step 2: \(^{\bf{1}}{\bf{H}}\) NMR signals in a, b, c, and d
a. The given compound has a plane of symmetry, as shown.
Plane of symmetry in a
Thus, the given compound has two types of protons, and it will give two signals.
b. The given compound has a plane of symmetry, as shown.
Plane of symmetry in b
Thus, the given compound has two types of protons, and it will give two signals.
c. The given compound has a plane of symmetry, as shown.
Plane of symmetry in c
Thus, the given compound has two types of protons, and it will give two signals.
d. The given compound has a plane of symmetry, as shown.
Plane of symmetry in d
Thus, the given compound has two types of protons, and it will give two signals.
Step 3: \(^{\bf{1}}{\bf{H}}\) NMR signals in e, f, g and h
e. The given compound has four types of protons, and it will give four signals.
Structure of e
f. The given compound has four types of protons, and it will give four signals.
Structure of f
g. The given compound has five types of protons, and it will give five signals.
Structure of g
h. The given compound has four types of protons, and it will give four signals.
Structure of h
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