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O N
H
2. Explain why imidazole is both a stronger acid and stronger base than pyrrole.
N
N N
H H
imidazole pyrrole
3.Consider Compound A below, and answer the questions that follow.
Br H
H3C C F
E IT A
C C
H I H
Y
H H
N
H3C CH3 TR
Compound A
SI
d. Does Compound A have any diastereomers? If so, how many does it have?
e. Does Compound A have an internal mirror plane? If so, indicate where it is.
f. A solution of 20.0g of Compound A in 100 mL of water produces a rotation of -40.0°
when placed in a 20 cm polarimeter cell. Calculate the specific rotation: show your work.
4. Answer the following questions as TRUE or FALSE. If the answer is false, explain
C
9. In an aqueous solution of pH = 7.0, the amino acid glutamine would be expected to be:
A) a fully ionized zwitterion with no net charge.
E IT A
B) a net positive ion due to protonation of the R group nitrogen.
H I H
C) a net negative ion due to deprotonation of the R group nitrogen.
Y
D) a totally neutral molecule with no net charge.
N
TR
10. For amino acids with neutral R groups, at any pH below the pI of the amino acid, the
population of amino acids in solution will:
SI
at
pK2 is:
A) -COOH + OH- -COO- + H2O B) -COOH + -NH2 -COO- + -NH3+
C) -NH3+ + OH- -NH2 + H2O D) -NH2 + OH- -NH- + H2O
12.An octapeptide (GLY-ALA-GLY-ALA-GLY-ALA-GLY-ALA) has:
C
OH OH
AcO O OH
O
O
R O OH OBz
E IT A OAc
In polymer chemistry, the repeating unit is called a monomer and the repeating units are joined together
H I H
through chain reaction polymerization or step-reaction polymerization. A few examples of step-reaction
Y
polymerization are provided below.
N
TR
15-2. Draw the repeating unit in each polymer product.
SI
COOH
HOOC heat
salt Nylon-6,6
IS
+
NH2
H2N
M
NCO
+ OH
HO Polyurethane
NCO
C
O
heat
O + HO OH Glyptal
OH
O