/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q5P ... [FREE SOLUTION] | 91影视

91影视

Short Answer

Expert verified

(a) Vinyl chloride polymerizes well.

(b) Vinyl acetate does not polymerize well.

(c) does not possible polymerize well.

Step by step solution

01

Cationic polymerization

This type of polymerization takes place via mechanism involving carbocation intermediates. The steps involved are initiation and propagation. A good monomer for cationic polymerization needed to produce a relatively stable carbocation intermediate in the initiation step to form the initiating chain via protonation by acid catalyst. In propagation step, the polymer is formed by successive addition of other monomer molecules to the cationic end of the growing chain.

02

Explanation

(a) The acid catalyst boron trifluoride (BF3) reacts with water ( H2O) to form an oxonium intermediate.

The oxonium intermediate protonates the vinyl chloride that forms the initiating chain of the polymer.

The carbocation of the initiating chain reacts with another molecule of vinyl chloride which lengthens to form the growing chain of the polymer.

The growing chain reacts continuously until the chain lengthening process of the polymer chain ends when there are no more available vinyl chloride molecules.

Hence, vinyl chloride is the good monomer for cationic polymerization since it produces a stable secondary carbocation intermediate in its initial and growing chains.

(b) The acid catalyst boron trifluoride ( BF3) reacts with water (H2O) to form an oxonium intermediate.

The oxonium intermediate protonates the vinyl acetate that forms the initiating chain of the polymer.

The carbocation of the initiating chain reacts with another molecule of vinyl acetate which lengthens to form the growing chain of the polymer.

The growing chain reacts continuously until the chain lengthening process of the polymer chain ends when there are no more available vinyl acetate molecules.

Hence, vinyl acetate is not a good monomer for cationic polymerization since the carbonyl group is strong electron withdrawing group that forms destabilized carbocation which does not polymerize well.

(c) The acid catalyst boron trifluoride (BF3 ) reacts with water (H2O ) to form an oxonium intermediate.

The oxonium intermediate protonates the that forms the initiating chain of the polymer.

The carbocation of the initiating chain reacts with another molecule of which lengthens to form the growing chain of the polymer.

The growing chain reacts continuously until the chain lengthening process of the polymer chain ends when there are no more available molecules.

Hence, is not a good monomer for cationic polymerization since the carbonyl group and cyano group are strong electron withdrawing groups that forms destabilized carbocation which does not polymerize well.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with 91影视!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

. Poly (trimethylene carbamate) is used in high-quality synthetic leather. It has the structure shown.

(a) What type of polymer is poly (trimethylene carbamate)?

(b) Is this a chain-growth polymer or a step-growth polymer?

(c) Draw the products that would be formed if the polymer were completely hydrolyzed under acidic or basic conditions.

(a) Isobutylene and isoprene coplymerize to give 鈥渂utyl rubber鈥. Draw the structure of the repeating unit in butyl rubber, assuming that the two monomers alternate.

(b) Styrene and butadiene copolymerize to form styrene-butadiene rubber (SBR) for automobile tires. Draw the structure of the repeating unit in SBR, assuming that the two monomers alternate.

. (a) Draw the structure of gutta-percha, a natural rubber with all its double bonds in the trans configuration.

(b) Suggest why gutta-percha is not very elastic, even after it is vulcanized.

Explain why the addition of a small amount of glycerol to the polymerization mixture gives a stiffer urethane foam.

Poly (vinyl alcohol), a hydrophilic polymer used in aqueous adhesives, is made by polymerizing vinyl acetate and then hydrolyzing the ester linkages.

(a) Give the structures of poly (vinyl acetate) and poly (vinyl alcohol).

(b) Vinyl acetate is an ester. Is poly (vinyl acetate) therefore a polyester? Explain.

(c) We have seen that basic hydrolysis destroys the Dacron polymer. Poly (vinyl acetate) is converted to poly (vinyl alcohol) by a basic hydrolysis of the ester groups. Why doesn鈥檛 the hydrolysis destroy the poly (vinyl alcohol) polymer?

(d) Why is poly (vinyl alcohol) made by this circuitous route? Why not just polymerize vinyl alcohol?

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.