Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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An amine of unknown structure contains one nitrogen and nine carbon atoms, as well as at least
one six-membered ring. The 13C-NMR spectrum shows only five signals, all between 20 and 60
ppm. Three cycles of Hofmann elimination sequence (1. CH3I, 2. Ag20, H20, 3. Heat) give
trimethylamine and 1,4,8-nonatriene. Propose a structural formula for the amine. Justify your
answer.
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Transcribed Image Text:An amine of unknown structure contains one nitrogen and nine carbon atoms, as well as at least one six-membered ring. The 13C-NMR spectrum shows only five signals, all between 20 and 60 ppm. Three cycles of Hofmann elimination sequence (1. CH3I, 2. Ag20, H20, 3. Heat) give trimethylamine and 1,4,8-nonatriene. Propose a structural formula for the amine. Justify your answer.
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