This doesn't look like an amide. What is its IUPAC name? Is this compound even possible? enter image description here

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    $\begingroup$ Without hydrogen at nitrogen, as you draw, uncharged – likely impossible. $\endgroup$ – mykhal Jun 12 at 8:33
  • $\begingroup$ Is it a homework? Just asking. $\endgroup$ – mykhal Jun 12 at 9:05
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    $\begingroup$ No .I asked it to one of my teachers, he said it is impossible to solve! I made up this question. $\endgroup$ – compenthusiast Jun 12 at 11:09
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    $\begingroup$ Just assume that hydrogen to be there. $\endgroup$ – compenthusiast Jun 12 at 11:11

You likely mean $\ce{CH3-CO-NH-CO-CH2CH3}$.

$\ce{R-CO-NH-CO-R}$ compounds are called imides (in contrast to amides $\ce{R-CO-NH2}$, like in inorganic chemistry, $\ce{M^INH2}$ vs $\ce{M_{2}^{I}NH}$). They can also be „intramolecular“, i.e. cyclic (look at succinimide or phthalimide).

A similar symmetric compound $\ce{(CH3CO)2NH}$diacetamide“ exists and can be bought (melting point 79 °C). Its current preferred name is N-acetylacetamide.

Your mixed imide of acetic and propionic acid is currently preferably named N-acetylpropanamide.

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  • $\begingroup$ Just asking , what about something like (CH3CO)2N. $\endgroup$ – compenthusiast Jun 12 at 11:10
  • $\begingroup$ I mean (CH3CO)3N. $\endgroup$ – compenthusiast Jun 12 at 11:10
  • $\begingroup$ @compenthusiast Regarding the name, you should be able to solve it, the is analogous, and, according to the current IUPAC recommendations "asymmetric" as well (unfortunately, IMHO). $\endgroup$ – mykhal Jun 12 at 11:51
  • $\begingroup$ molbase.com/cas/641-06-5.html $\endgroup$ – Zhe Jun 12 at 14:31

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