Name: _________________________________________ Problem Set 2
Section (circle one): 001 002 101 Due: 2/16/2024
1. Predict the major organic product for each of the following reactions. Be sure to clearly indicate the
proper stereochemical relationships between groups (if appropriate), and write the word “racemic”
next to any compound that is formed as a racemic mixture.
a.
b.
c.
d.
e.
f.
g.
2
h.
i.
j.
k.
l.
m.
n.
o.
p.
3
2. Thioketones can be prepared from ketones and hydrogen sulfide (H2S) via a reaction analogous to
carbonyl hydration. Provide a mechanism for the following transformation:
3. Provide a mechanism for the following transformation:
4
4. Propose a synthesis of each of the following compounds using the indicated starting material. You
may use any organic compounds and any inorganic compounds or solvents of your choice. Do not
show any reactive intermediates, mechanisms, or transition states, but be sure to show each isolable
compound along your synthetic route.
a.
b.
c.
