A Small Scale Approach to Organic Laboratory Techniques
4th Edition
ISBN: 9781305799875
Author: Donald L. Pavia; George S. Kriz; Gary M. Lampman
Publisher: Cengage Learning US
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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z)
is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra
are provided. Draw the structure of the product as the resonance contributor lacking any formal charges.
13C NMR
DEPT 90
200
160
120
80
40
0
200
160
120
80
40
0
DEPT 135
T
200
160
120
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Draw the unknown amide.
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