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for this nucleophilic acyl substitution reaction, does it matter if you deproton

ID: 524258 • Letter: F

Question


for this nucleophilic acyl substitution reaction, does it matter if you deprotonate the ammonium ion in the middle of the mechanism, or does deprotonation have to be the final step ?

equivalent serves as a base in the first wep of the in the last step of the mechanism ATTACK CARBONYL CARBONYL DE :O: N Once again, notice that this process has the familiar three steps: attack, re-form, deprotomate. al- Now let's consider what happens when an acid halide is treated with H or C .We have ready seen that H and C are special, because they will attack twice: SECOND REFORM ATTACK

Explanation / Answer

1. Deprotonation must be done onlyin the final step.

2. This must be done after the removal of leaving group.

3. So that charge balance makes some stability to the compound.