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Organic Chemistry I Problem Set 5 Solutions

This document is a problem set for a Modern Organic Chemistry course, specifically Problem Set 5 solutions due on November 17, 2024. It includes tasks such as drawing structures of common solvents and reagents, identifying missing components in reactions, and detailing the steps for the radical polymerization of styrene. The document emphasizes the use of electron pushing to illustrate the mechanisms involved in polymerization.

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2 views6 pages

Organic Chemistry I Problem Set 5 Solutions

This document is a problem set for a Modern Organic Chemistry course, specifically Problem Set 5 solutions due on November 17, 2024. It includes tasks such as drawing structures of common solvents and reagents, identifying missing components in reactions, and detailing the steps for the radical polymerization of styrene. The document emphasizes the use of electron pushing to illustrate the mechanisms involved in polymerization.

Uploaded by

vanilluxemilkshake
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

Modern Organic Chemistry I Name:

Fall 2024
Problem Set 5 solutions
Due: November 17, 2024

1. (20 points) Draw the structure of the following common solvents or reagents:

a. Tetrahydrofuran (THF)

b. Dimethylsulfoxide (DMSO)

c. Dimethylformamide (DMF)

d. Chloroform
ClCH3

e. Pyridine

f. Quinoline

For completeness with the organic bases that we use, here is imidazole:

g. Sodium borohydride
NaBH4
h. Sodium bisulfite
NaHSO3

i. Acetylide

j. Sodium amide

NaNH2

2. (30 points) Draw the missing starting material, reagents, or products in the following
reactions.

a.

b.

c.

d.

e.

f.
g.

h.

i.

j.

k.

3.
4.
5. (15 points) Show the steps for the radical polymerization of styrene using benzoyl
peroxide initiator using electron pushing. Depict initiation, propagation, and termination
by combination and disproportionation. What are the polymer end groups in each case?

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