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Author Question: Ethanamine (CH3CH2NH2) experiences a rapid exchange of NH2 protons. How do you predict that this ... (Read 37 times)

Mscarter

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on: Feb 17, 2022
Ethanamine (CH3CH2NH2) experiences a rapid exchange of NH2 protons. How do you predict that this affects the 1H NMR spectrum? of ethanamine?
◦ Like many other molecules with NH2, ethanamine is highly unstable and produces a variable proton NMR signal.
◦ The effects on the NMR spectrum depend on whether an oxygen is nearby, so it is impossible to predict whether the rapid exchange would affect their signal.
◦ The NH2 protons should produce a standard NMR signal despite this rapid exchange.
◦ NH2 protons are exchanged too rapidly for splitting to occur, so a singlet is produced.
◦ Like other molecules with nitrogen, the electronegativity of nitrogen prevents NH2 protons from producing a signal.
Organic Chemistry ¦ Klein ¦ 4th Edition
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Marked as best answer by Mscarter on Feb 17, 2022

ad2018

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Reply #1 on: Feb 17, 2022
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Mscarter

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Reply 2 on: Feb 17, 2022
Thanks for the timely response, appreciate it

miss.ashley

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Reply 3 on: Yesterday
Wow, this really help

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