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Chapter 8: Q26P (page 318)

Which atom in the following compound is most likely to be protonated?

Short Answer

Expert verified

Two sites can be protonated i.e. lone pair on nitrogen and lone pair on carbon.

Step by step solution

01

Protonation sites

As nitrogen has lone pair of electrons so it will attack on adjacent bond and make it double bond and nitrogen get positive charge and the double bond become single as carbon get negative charge.

Now H+ can attack on either nitrogen or carbon as both have negative charge.

02

Final answer

Two sites can be protonated i.e. lone pair on nitrogen and lone pair on carbon.

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Most popular questions from this chapter

On a single graph, draw the reaction coordinate diagram for the addition of one equivalent of HBr to 2 methyl-1,3-pentadiene and for the addition of one equivalent of HBr to 2-methyl-1,4-pentadiene. Which reaction is faster?

Following the instructions for drawing the energy levels of the molecular orbitals for the compounds shown in Figure 8.17, draw the energy levels of the molecular orbitals for the cycloheptatrienyl cation, thecycloheptatrienyl anion, and the cyclopropenyl cation. For each compound, show the distribution of the π electrons. Which of the compounds are aromatic?

a) Propose a mechanism for the following reaction:

b) What is the product of the following reaction?

What are the products of the following reactions?

List the following in order of decreasing delocalization energy:
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