EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 8220100591310
Author: McMurry
Publisher: CENGAGE L
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Chapter 31.5, Problem 10P
Interpretation Introduction

Interpretation:

To propose the steps for the formation of vestenamer and norsorex by olefin metathesis polymerization.

Concept introduction:

Vestenamer and norsorex can be obtained by the olefin metathesis polymerization. An olefin metathesis reaction can be stated as the reaction between two molecules (alkenes) by exchanging their substituents on their double bonds.

The catalyst used for olefin metathesis polymerization is Grubb ’s catalyst (it contain a carbon-metal double bond and have a genral structure as M=CH-R. The function of Grubb’s catalyst is to react reversibly with an alkene to form a four membered cyclic compound knowa as metallacycle. Here, “M” is Ru i.e. ruthenium.

Metallacycle opens up in the next step to give rise to different alkene and a different catalyst.

Vestenamer, is produced by cyclooctene by the process of ROMP (Ring openeing polymerization process), also known as TOR (trans-polyoctenamer). It is also used as an blending material to impart greater elasticity and durability to other rubbers.

Norsorex is also known as 90% of the trans polymer of norbene with a very high molecular weight. It was the first comercial metathesis polymer. It is sold as a molding powder and the final vulcanized product is used in various fittings in the vehicle.

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NG NC 15Show all the steps you would use to synthesize the following products shown below using benzene and any organic reagent 4 carbons or less as your starting material in addition to any inorganic reagents that you have learned. NO 2 NC SO3H NO2 OH
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