Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 31.1, Problem 3P
Interpretation Introduction

Interpretation:

Explain the stability of chain carrying intermediate by the help of resonance structures.

Concept introduction:

The carbon-carbon double bond of the vinyl monomer can be synthesized by the use of free radical or the ion initiator. Both free radical and ion (cation or anion) initiator can be used to initiate the chain polymerization reaction.

The reactivity of the initiator with the monomer varies from monomer to monomer. The reactivity of the monomer depends upon the reactive centre present in the monomer unit.

The carbon-carbon double bond and the carbon-oxygen bond of ketone and aldehyde undergo chain polymerization. But the carbon-carbon double bond is of more importance than the other one.

When an electron withdrawing group attacks a carbon-carbon double bond it gives rise to a negatively charged monomer, which is needed to be stablized in case of increasing its reactivity.

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Heparin is used as an anti-coagulant. A risk of heparin use is thrombocytopenia, or low platelet count. This risk is minimized with the use of low molecular weight heparins (LMWH), therefore it is desirable to separate LMWH from higher molecular weight heparins. The method of choice to do this is molecular exclusion chromatography. Below is a chromatogram from a molecular exclusion chromatographic run. Peaks ranging from A to J are clearly distinguishable. The heparin mixture that was analyzed had anywhere from 6 to 30 repeat units of monomer (where the heparin with 30 repeat units would be roughly five times the size of the heparin with six repeat units). a. Which letter most likely represents the peak with 6 repeat units given these heparin polymers were separated with molecular exclusion chromatography? b. Explain your reasoning describing the mechanism of retention in molecular exclusion chromatography. 100 80 60 60 Relative Abundance 40 40 E GH 20 20 B A 36 38 40 42 44 46 48 50 50…
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