Concept explainers
Interpretation:
N, N-Diacylamides can be prepared by treating an acyl chloride with lithium nitride in a 3-to-1 ratio. A complete, detailed mechanism for the given reaction is to be drawn.
Concept introduction:
The nucleophilic addition-elimination mechanism has two steps. Step 1 is nucleophilic addition, in which a nucleophile attacks the electron poor carbonyl carbon. This forces the pair of electrons from the initial C=O bond onto the O atom, which generates a negative charge on O. The product of that step is a tetrahedral intermediate, which, in Step 2, undergoes nucleophile elimination. A lone pair of electrons on the negatively charged O atom is used to regenerate the C=O double bond and the leaving group departs.
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ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
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