Question: Draw the product of nucleophilic substitution with each neutral nucleophile. When the initial substitution product can lose a proton to form a neutral product, draw the product after proton transfer.

a.

b.

The reaction that involves the donation and acceptance of electrons from a base and acid is known as an acid-base reaction. It is also known as a nucleophilic substitution reaction.

a. The complete reaction is shown below:Attack of the nucleophile on electrophile

In the above reaction, the lone pair of N (Lewis base) donates its electron pair to the electrophilic carbon atom of 1-bromo-3-methylbutane (Lewis acid). Also, the removal of the bromine atom takes place.

There is a position charge on the nitrogen atom due to which proton transfer does not take place. Thus, no neutral compound is formed.

b. The complete reaction is shown below: Attack of the nucleophile on electrophile

In the above reaction, the lone pair of oxygen (Lewis base) donates its electron pair to the electrophilic carbon atom of 2-chloro-2-methylpropane (Lewis acid). At the same time, the removal of chlorine also takes place.

Thereafter, the proton is transferred to form 2-methylpropan-2-ol as a product.