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Gabriella Fiorino Chapter 8 CHM 2040 – Practice Questions 1. Draw the bond-line structure of (5S) – bromo – 6 methyl – hep – 2 – ene 2. Determine whether the following structure has an E or Z configuration: 3. Arrange the following structures in order of stability a. b. 4. Draw the mechanisms for all possible elimination and substitution products for each of the following elimination reactions, and note whether they proceed via E1, E2, Sn1, and/or Sn2. Note Zaitsev and Hoffman products where applicable. a.

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Gabriella Fiorino

Chapter 8 CHM 2040 – Practice Questions

1. Draw the bond-line structure of (5S) – bromo – 6 methyl – hep – 2 – ene

2. Determine whether the following structure has an E or Z configuration:

3. Arrange the following structures in order of stability

a.

b.

4. Draw the mechanisms for all possible elimination and substitution products for each of the following elimination reactions, and note whether they proceed via E1, E2, Sn1, and/or Sn2. Note Zaitsev and Hoffman products where applicable.

a.

b.

Gabriella Fiorino

c.

d.

e.

f.

g.

Gabriella Fiorino

h.

i.

j.

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Gabriella Fiorino

ReferencesKlien, D.R. (2015). Organic Chemistry: 2nd Ed. Wiley: NJ. Print.