Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 31.2, Problem 5P
Interpretation Introduction

Interpretation:

To state that the stereoisomer of polypropylene will rotate the plane polarized light or not.

Concept introduction:

Isotactic, syndiotactic, and atactic are the stereochemical forms. The polymer having the (-R) group on the same side of the macromolecule backbone (zigzag bone) is known as isotactic polymer. An isotactic macromolecule consists of 100% meso diads.

Syndiotactic are the macromolecules in which the (-R) groups are arranged in an alternate manner along the long chain of the polymer. Gutta percha is also an example for Syndiotactic polymer.

In atactic form the substituents are placed in a random manner along the long chain.

The important point to note here is that the polymer obtained from the chain growth polymerization mechanism must have chiral carbons to possess these structures. If the polymer formed does not have chiral carbon then it cannot occur in isotactic, syndiotactic and atactic forms.

Organic Chemistry, Chapter 31.2, Problem 5P

If the mixtures of the stereoisomers obtained are racemic in nature then they will not rotate the plane polarized light.

The racemic mixture or racemate is defined as the one that has equal amounts of left and right handed enantiomers of the chiral carbon.

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13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B 2°C. +2°C. cleavage Bond A •CH3 + 26.← Cleavage 2°C. + Bond C +3°C• CH3 2C Cleavage E 2°C. 26. weakest bond Intact molecule Strongest 3°C 20. Gund Largest argest a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. C Weakest bond A Produces Most Bond Strongest Bond Strongest Gund produces least stable radicals Weakest Stable radical b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. 13°C. formed in bound C cleavage ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. • CH3 methyl radical Formed in Gund A Cleavage c.…
Br. COOH Br, FCH COOH E FeBr ASOCI B NH (CH,CO),OD Br₂ 2 C alcKOH
Find A to F (all)
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