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Chapter 30: Question 30.39 (page 1226)

Draw a stepwise mechanism for the polymerization of isoprene to gutta-percha using(CH3)3CO-OC(CH3)3as the initiator.

Short Answer

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Answer

Mechanism

Step by step solution

01

Free radical addition reaction

The reagent 2-ethylperoxy-2-methylpropane, releases free radical on exposure to light. This compound acts as an initiator for the stepwise polymerization of isoprene.

02

Gutta-percha

The plastic material used in the root canal treatment of teeth is gutta-percha. It is a natural polymer and similar to natural rubber. Both natural rubber and gutta-percha differ in the arrangements of monomers.

03

Mechanism

The stepwise mechanism of the reaction involves initiation, propagation, and termination, and it is as shown below:

Mechanism

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Most popular questions from this chapter

The reaction of p-cresol with CH2=O ensembles the reaction of phenol (PhOH) with CH2=O, except that the resulting polymer is thermoplastic but not thermosetting. Draw the structure of the polymer formed, and explain why the properties of these two polymers are so different.

Devise a synthesis of terephthalic acid and ethylene glycol, the two monomers needed for polyethylene terephthalate synthesis, from the given starting materials.

Polyethylene terephthalate is also prepared by the transesterification of dimethyl terephthalate with ethylene glycol. Draw the mechanism for this nucleophilic acyl substitution.

Draw a stepwise mechanism for Step [2] in Figure 30.7 using the Lewis acid catalyst.

Explain why cationic polymerization is an effective method of polymerizing CH2=C(CH3)2 but notCH2=CH2 .
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