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Chapter 14 461

Copyright © 2017 Pearson Education, Inc.

7.

chemical shift in ppm

=

downfield from TMS in Hertz

operating frequency in Megahertz

a.

2 ppm

=

x

Hz

300 MHz

b.

2 ppm

=

x

Hz

500 MHz

x

=

600 Hz

x

=

1000 Hz

8.

a.

600 Hz

300 MHz

=

2.0 ppm

b.

The answer is still 2.0 ppm because the chemical shift is independent of the operating frequency of the

spectrometer.

c.

x

Hz

500 MHz

=

2.0 ppm

x

=

1000

1000 Hz downfield from TMS

9.

a.

The chemical shift is independent of the operating frequency. Therefore, if the two signals differ by

1.5 ppm

in a 300 MHz spectrometer, they differ by

1.5 ppm

in a 100 MHz spectrometer.

b.

Hz

MHz

=

ppm

90 Hz

300 MHz

=

0.3 ppm

x

Hz

500 MHz

=

0.3 ppm

x

=

150 Hz

They differ by 150 Hz.

10.

Magnesium is less electronegative than silicon. (See Table 11.1 on page 509 of the text.) Therefore, the

peak for

1

CH

3

2

2

Mg

would be upfield from the TMS peak.

11.

a.

and

b.

1. 

CH

3

CH

2

CH

2

Cl

most

shielded

least

shielded

2.

CH

3

CH

2

COCH

3

most

shielded

least

shielded

O

3. 

CH

3

CHCHBr

Br Br

most

shielded

least

shielded

(because it is

attached to 2

bromines)