Chapter 8, Problem 8.33P

Interpretation Introduction

(a)

Interpretation: All constitutional isomers formed in the given $\text{E2}$ reaction are to be drawn and the major product by the use of Zaitsev rule is to be predicted.

Concept introduction: The removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base leads to the formation of alkene. The mechanism followed by the reaction is $\text{E2}$. According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction.

Answer to Problem 8.33P

All constitutional isomers formed in the given $\text{E2}$ reaction are,

Figure 1

Disubstituted alkene is the major product of the reaction.

Explanation of Solution

The $\text{E2}$ elimination reaction involves the removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base which leads to the formation of alkene. Carbon atom on which halogen is present is known as $\text{α}$ carbon atom. Carbon atom attached to $\text{α}$ carbon atom is known as $\text{β}$ carbon atom and hydrogen atoms attached to it are termed as $\text{β}$ hydrogen atoms.

In the given compound, two $\text{β}$ hydrogen atoms are present. The $\text{E2}$ elimination reaction of given compound gives two constitutional isomers as shown in Figure 2.

Figure 2

According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction. Therefore, disubstituted alkene is the major product of the reaction.

Conclusion

All constitutional isomers formed in the given $\text{E2}$ reaction are shown in Figure 2. Disubstituted alkene is the major product of the reaction.

Interpretation Introduction

(b)

Interpretation: All constitutional isomers formed in the given $\text{E2}$ reaction are to be drawn and the major product by the use of Zaitsev rule is to be predicted.

Concept introduction: The removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base leads to the formation of alkene. The mechanism followed by the reaction is $\text{E2}$. According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction.

Answer to Problem 8.33P

All constitutional isomers formed in the given $\text{E2}$ reaction are,

Figure 3

Monosubstituted alkene is the major product of the reaction.

Explanation of Solution

The $\text{E2}$ elimination reaction involves the removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base which leads to the formation of alkene. Carbon atom on which halogen is present is known as $\text{α}$ carbon atom. Carbon atom attached to $\text{α}$ carbon atom is known as $\text{β}$ carbon atom and hydrogen atoms attached to it are termed as $\text{β}$ hydrogen atoms.

In the given compound, only one $\text{β}$ hydrogen atom is present. The $\text{E2}$ elimination reaction of given compound gives one monosubstituted product as shown in Figure 4.

Figure 4

According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction. Therefore, monosubstituted alkene is the major product of the reaction.

Conclusion

All constitutional isomers formed in the given $\text{E2}$ reaction are shown in Figure 4. Monosubstituted alkene is the major product of the reaction.

Interpretation Introduction

(c)

Interpretation: All constitutional isomers formed in the given $\text{E2}$ reaction are to be drawn and the major product by the use of Zaitsev rule is to be predicted.

Concept introduction: The removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base leads to the formation of alkene. The mechanism followed by the reaction is $\text{E2}$. According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction.

Answer to Problem 8.33P

All constitutional isomers formed in the given $\text{E2}$ reaction are,

Figure 5

Tetrasubstituted alkene is the major product of the reaction.

Explanation of Solution

The $\text{E2}$ elimination reaction involves the removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base which leads to the formation of alkene. Carbon atom on which halogen is present is known as $\text{α}$ carbon atom. Carbon atom attached to $\text{α}$ carbon atom is known as $\text{β}$ carbon atom and hydrogen atoms attached to it are termed as $\text{β}$ hydrogen atoms.

In the given compound, three $\text{β}$ hydrogen atoms are present. The $\text{E2}$ elimination reaction of given compound gives three constitutional isomers as shown in Figure 6.

Figure 6

According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction. Therefore, tetrasubstituted alkene is the major product of the reaction.

Conclusion

All constitutional isomers formed in the given $\text{E2}$ reaction are shown in Figure 6. tetrasubstituted alkene is the major product of the reaction.

Interpretation Introduction

(d)

Interpretation: All constitutional isomers formed in the given $\text{E2}$ reaction are to be drawn and the major product by the use of Zaitsev rule is to be predicted.

Concept introduction: The removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base leads to the formation of alkene. The mechanism followed by the reaction is $\text{E2}$. According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction.

Answer to Problem 8.33P

All constitutional isomers formed in the given $\text{E2}$ reaction are,

Figure 7

Trisubstituted alkene is the major product of the reaction.

Explanation of Solution

The $\text{E2}$ elimination reaction involves the removal of halide and neighboring $\text{β}$ hydrogen atom in the presence of strong base which leads to the formation of alkene. Carbon atom on which halogen is present is known as $\text{α}$ carbon atom. Carbon atom attached to $\text{α}$ carbon atom is known as $\text{β}$ carbon atom and hydrogen atoms attached to it are termed as $\text{β}$ hydrogen atoms.

In the given compound, two $\text{β}$ hydrogen atoms are present. The $\text{E2}$ elimination reaction of given compound gives two constitutional isomers as shown in Figure 8.

Figure 8

According to Zaitsev rule, more substituted alkene is obtained as a major product in $\text{E2}$ elimination reaction. Therefore, trisubstituted alkene is the major product of the reaction.

Conclusion

All constitutional isomers formed in the given $\text{E2}$ reaction are shown in Figure 8. trisubstituted alkene is the major product of the reaction.