The curved arrows and product for the second propagation step in Equation 26-23 is to be drawn. Also, the mechanism for the termination that would occur if methanol were to react with the product is to be drawn. Concept introduction: The chain-growth polymerization reactions we have examined so far have all involved vinyl monomers, but they can involve other types of monomers, too. For example, oxirane undergoes polymerization when it is treated with calcium oxide. The monomer is cyclic whereas the polymer is acyclic, so this is a type of ring-opening polymerization. The oxide anion in calcium oxide initiates polymerization, acting as a nucleophile. The reaction is a type of anionic polymerization. But anionic polymerization is generally unfeasible for larger cyclic ethers. Cationic mechanisms are feasible for these monomers because the leaving group is dramatically better. The example is tetrahydrofuran, which undergoes ring-opening polymerization when treated with trimethylsilyl trifluoromethanesulfonate, CF 3 SO 3 Si ( CH 3 ) 3 .

Question

Want to see the full answer?

Answer 1

Question

Definition Definition Chemical process in which one or more monomers combine to produce a very large chain-like molecule called a polymer. The functional groups present on the monomers and their steric effects are responsible for polymerization through a sequence of reactions that vary in complexity. There exists a stable covalent chemical bond between monomers that sets apart polymerization from other processes.

Chapter 26, Problem 26.11YT

Interpretation Introduction

Interpretation:

The curved arrows and product for the second propagation step in Equation 26-23 is to be drawn. Also, the mechanism for the termination that would occur if methanol were to react with the product is to be drawn.

Concept introduction:

The chain-growth polymerization reactions we have examined so far have all involved vinyl monomers, but they can involve other types of monomers, too. For example, oxirane undergoes polymerization when it is treated with calcium oxide. The monomer is cyclic whereas the polymer is acyclic, so this is a type of ring-opening polymerization. The oxide anion in calcium oxide initiates polymerization, acting as a nucleophile. The reaction is a type of anionic polymerization. But anionic polymerization is generally unfeasible for larger cyclic ethers. Cationic mechanisms are feasible for these monomers because the leaving group is dramatically better. The example is tetrahydrofuran, which undergoes ring-opening polymerization when treated with trimethylsilyl trifluoromethanesulfonate, CF3SO3Si(CH3)3.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Draw the products of attached reaction.

Answer 2

Question

Definition Definition Chemical process in which one or more monomers combine to produce a very large chain-like molecule called a polymer. The functional groups present on the monomers and their steric effects are responsible for polymerization through a sequence of reactions that vary in complexity. There exists a stable covalent chemical bond between monomers that sets apart polymerization from other processes.

Chapter 26, Problem 26.11YT

Interpretation Introduction

Interpretation:

The curved arrows and product for the second propagation step in Equation 26-23 is to be drawn. Also, the mechanism for the termination that would occur if methanol were to react with the product is to be drawn.

Concept introduction:

The chain-growth polymerization reactions we have examined so far have all involved vinyl monomers, but they can involve other types of monomers, too. For example, oxirane undergoes polymerization when it is treated with calcium oxide. The monomer is cyclic whereas the polymer is acyclic, so this is a type of ring-opening polymerization. The oxide anion in calcium oxide initiates polymerization, acting as a nucleophile. The reaction is a type of anionic polymerization. But anionic polymerization is generally unfeasible for larger cyclic ethers. Cationic mechanisms are feasible for these monomers because the leaving group is dramatically better. The example is tetrahydrofuran, which undergoes ring-opening polymerization when treated with trimethylsilyl trifluoromethanesulfonate, CF3SO3Si(CH3)3.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Chemical process in which one or more monomers combine to produce a very large chain-like molecule called a polymer. The functional groups present on the monomers and their steric effects are responsible for polymerization through a sequence of reactions that vary in complexity. There exists a stable covalent chemical bond between monomers that sets apart polymerization from other processes.

Chapter 26, Problem 26.11YT

Interpretation Introduction

Interpretation:

The curved arrows and product for the second propagation step in Equation 26-23 is to be drawn. Also, the mechanism for the termination that would occur if methanol were to react with the product is to be drawn.

Concept introduction:

The chain-growth polymerization reactions we have examined so far have all involved vinyl monomers, but they can involve other types of monomers, too. For example, oxirane undergoes polymerization when it is treated with calcium oxide. The monomer is cyclic whereas the polymer is acyclic, so this is a type of ring-opening polymerization. The oxide anion in calcium oxide initiates polymerization, acting as a nucleophile. The reaction is a type of anionic polymerization. But anionic polymerization is generally unfeasible for larger cyclic ethers. Cationic mechanisms are feasible for these monomers because the leaving group is dramatically better. The example is tetrahydrofuran, which undergoes ring-opening polymerization when treated with trimethylsilyl trifluoromethanesulfonate, CF3SO3Si(CH3)3.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Chemical process in which one or more monomers combine to produce a very large chain-like molecule called a polymer. The functional groups present on the monomers and their steric effects are responsible for polymerization through a sequence of reactions that vary in complexity. There exists a stable covalent chemical bond between monomers that sets apart polymerization from other processes.

Chapter 26, Problem 26.11YT

Interpretation Introduction