1. (8 pts) Label the indicated pairs of atoms or groups as Homotopic, Enantiotopic, or
Diastereotopic. (Hint: do the substitution test!!)
H
H
Br Br
Br
HH
H
HH
H
??
2. (8 pts) In the following compounds, please identify how many signals you would expect to
see in the $^1$H NMR spectrum (in other words... how many chemically unique protons are
there? Hint: look for symmetry!)
CH$_3$
CH$_3$
O$_2$N
NO$_2$
CH$_3$
NO$_2$
1-ethoxy-2-methylpropane
benzene
m-xylene
2,4,6-trinitrotoluene