4. (а) Draw the structures of the molecules formed when monomer D undergoes the following reactions in the order shown below: (i) Reaction with tert-BuLi (ii) Reaction with 100 (one hundred) units of monomer D (iii) Reaction with CO2 followed by Ht (iv) Reaction with n-octanol in the presence of H* OCH3 OCH3 monomer D

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.37P: Following are the steps in the industrial synthesis of glycerin. Provide structures for all...
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4.
(a)
Draw the structures of the molecules formed when monomer D undergoes the following
reactions in the order shown below:
(i) Reaction with tert-BuLi
(ii) Reaction with 100 (one hundred) units of monomer D
(iii) Reaction with CO2 followed by H*
(iv) Reaction with n-octanol in the presence of H*
OCH3
OCH3
monomer D
Mechanisms are not required.
(b)
What types of polymerization mechanisms may one expect monomer D to undergo? Explain.
(c)
Would tert-butanol be an appropriate solvent for the ionic polymerization of monomer D?
Explain.
(d)
Why is tert-BuLi an excellent initiator for anionic addition polymerizations, but tert-BuNa is a
poor one?
< >
Transcribed Image Text:PLEASE TURN TO THE NEXT PAGE 4. (a) Draw the structures of the molecules formed when monomer D undergoes the following reactions in the order shown below: (i) Reaction with tert-BuLi (ii) Reaction with 100 (one hundred) units of monomer D (iii) Reaction with CO2 followed by H* (iv) Reaction with n-octanol in the presence of H* OCH3 OCH3 monomer D Mechanisms are not required. (b) What types of polymerization mechanisms may one expect monomer D to undergo? Explain. (c) Would tert-butanol be an appropriate solvent for the ionic polymerization of monomer D? Explain. (d) Why is tert-BuLi an excellent initiator for anionic addition polymerizations, but tert-BuNa is a poor one? < >
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