Chapter 5, Problem 5.1P

Interpretation Introduction

(a)

Interpretation:

The electrophilic group for the given reaction is to be identified.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as a nucleophile. In a nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking the electron deficient carbon atom.

Answer to Problem 5.1P

In the given reaction, iodine cation is behaving as an electrophile.

Explanation of Solution

In acid catalyzed hydration reaction, nucleophile goes to the more substituted carbon of the alkene, whereas in electrophile reaction, the addition of electrophile is at less substituted carbon of the alkene.

In the given reaction, addition of electrophile over carbon-carbon double bond takes place. This will result in the formation of intermediate that is carbocation. Thus, the addition of electrophile is at less substituted carbon of the alkene to give the desired product as shown below.

Figure 1

In this case, azide ion is behaving as a nucleophile, whereas iodine cation is behaving as an electrophile.

Conclusion

In the given reaction, iodine cation is behaving as an electrophile.

Interpretation Introduction

(b)

Interpretation:

The product formed by the given reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as a nucleophile. In a nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking the electron deficient carbon atom.

Answer to Problem 5.1P

The product formed by the given reaction is shown below.

Explanation of Solution

The given reaction is,

Figure 2

The electronegativity of bromine is higher than iodine, thus due to which in iodine bromide iodine will act as an electrophile, whereas bromide ion will act as a nucleophile. The given reaction will follow Markovnikov’s rule to form the desired product as shown below.

Figure 3

Conclusion

The product formed by the given reaction is shown in Figure 3.