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Chapter 14: Q.21558-14-48P (page 563)

Question: How many 13C NMR signals do each compound exhibit?

Short Answer

Expert verified

Answer

a. Five

b. Three

c. Seven

d. Three

e. Seven

f. Five

g. Four

h. Three

Step by step solution

01

Step 1:  13C NMR spectroscopy

13C Spectroscopy gives the high value of chemical shift signal when the carbon-13 is present in the vicinity of the electron-withdrawing groups.

13C Spectroscopy gives the low value of chemical shift signal when the carbon-13 is present in the vicinity of the electron-rich groups.

02

Explanation

The different signals of 13C spectroscopy are represented as:

a.

It has five signals due to the presence of five different 13C .

13C signal

b.

It has three signals due to the presence of three different 13C .

13C signal

c.

It has seven signals due to the presence of seven different 13C .

13C signal

d.

It has three signals due to the presence of three different 13C .

13C signal

e.

It has seven signals due to the presence of seven different 13C .

13C signal

f.

It has five signals due to the presence of five different 13C .

13C signal

g.

It has four signals due to the presence of four different 13C .

13C signal

h.

It has three signals due to the presence of three different 13C

13C signal

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Most popular questions from this chapter

Question: Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR spectrum at 1762cm-1 . C shows the following 1H NMR spectral data: 1.47 (doublet, 3 H), 2.07 (singlet, 6 H), and 6.84 (quartet, 1 H) ppm. What is the structure of C?

Question:Reaction of unknown A with HCl forms chlorohydrin B as the major product. A shows no absorptions in its IR spectrum at 1700 cm-1 or 3600-3200 cm-1 , and gives the following 1H NMR data: 1.4 (doublet, 3 H), 3.0 (quartet of doublets, 1 H), 3.5 (doublet, 1 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H), and 7.2 (doublet, 2 H) ppm.

(a) Propose a structure for A, including stereochemistry.

(b) Explain why B is the major product in this reaction.

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Question: Because 31P has an odd mass number, 31P nuclei absorb in the NMR and, in many ways, these nuclei behave similarly to protons in NMR spectroscopy. With this in mind, explain why the 1 H NMR spectrum of methyl dimethyl phosphonate,CH3PO(OCH3)2 , consists of two doublets at 1.5 and 3.7 ppm.

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