Name ____________________
Organic Chemistry I
Homework Set #4
25 Points
DUE 11/14/14
1) What reagent would be your best choice for converting propanol to propanoic acid? (2
points)
O
OH
OH
Propanol
Propanoic acid
2) What is the mechanism (draw all arrows/electrons) for the following reaction? (3 points)
OH
HBr
Br
3) What is the product and the mechanism for the following reaction? (3 points)
1
4) Design a synthesis of compound A from compound B. You can use any other reagents
you like. (4 points)
5) Properties of Ethers: (2 points)
a) Explain why ethers have much lower boiling points than their alcohol counterparts.
b) Explain how polycyclic (Crown) ethers can complex ions in organic media.
6) Name the following compounds (3 points)
2
6) Fill-in the appropriate reagent, starting material or product. (8 points)
3