

Problem 1
Why are NH3 and CH3NH2 no longer nucleophiles when they are protonated?
Problem 3
Explain the difference in reactivity between CH3O+H2 and CH3OH in a nucleophilic substitution reaction. (The pKa of H3O+ is −1.7.)
Problem 5a
Explain how 1-butanol can be converted into the following compounds:
a.
Problem 5b
Explain how 1-butanol can be converted into the following compounds:
b.
Problem 6a
What is the major product of each of the following reactions?
a.
Problem 6b
What is the major product of each of the following reactions?
b.
Problem 6c
What is the major product of each of the following reactions?
c.
Problem 6d
What is the major product of each of the following reactions?
d.
Problem 8a
What stereoisomers does the following reaction form?
Problem 9a,b
What stereoisomers do the following reactions form?
a.
b.
Problem 9c,d
What stereoisomers do the following reactions form?
c.
d.