1. Which of the following nucleophilic substitution reactions will take
place?
a.
NH?
+ I?
b.
+ CH?O?
+ NH?
I?
2. Which of the following nucleophilic substitution reactions will take
place?
a.
NH?
+ I?
b.
+ CH?O?
+ NH?
I?
3. Rank the anions in order of increasing nucleophilicity in acetone: CH?S?,
CH?NH?, I?, Br?, and CH?O?.
Classify each solvent as protic or aprotic.
a. (CH?)?CHOH
b. CH?NO?
4. Draw the products of each S?? reaction and indicate the stereochemistry
where appropriate.
a.
+ ?OCH?
b.
+ ?OCH?CH?
c.
Br
+ ?CN
5. Draw the products of each SN1 reaction and indicate the stereochemistry
when necessary.
a.
Br
+ CH?CH?OH
b.
+ H?O
6. Fill in the appropriate reagent or starting material in each of the following
reactions.
a.
b.
c.
NH?