Chapter 2: 2.9 (page 68)
Rank the conjugate bases of each group of acids in order of increasing basicity:
a.
b.
Short Answer
a. The conjugate bases can be ranked as follows:
.
b. The conjugate base can be ranked as follows:
.
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Chapter 2: 2.9 (page 68)
Rank the conjugate bases of each group of acids in order of increasing basicity:
a.
b.
a. The conjugate bases can be ranked as follows:
.
b. The conjugate base can be ranked as follows:
.
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Answer the following questions about esmolol, a drug used to treat high blood pressure sold under the trade name Brevibloc.

a. Label the most acidic hydrogen atom
b. What products are formed when esmolol is treated with NaH?
c. What products are formed when esmolol is treated with HCl?
d. Label all hybridized C atoms. in esmolol.
e. Label the only trigonal pyramidal atom.
f. Label all C’s that bear a charge.
Draw the products of each reaction and determine the direction of equilibrium.
a.

b.

c.

d.

Which hydrogen in each molecule is most acidic?
a.

b.

c.

Draw the structure of a constitutional isomer of compound B that fits each description.
a. an isomer that is at least times more acidic than B.
b. an isomer that is at least times less acidic than B.
c.an isomer that is comparable in acidity to B.

Propranolol is an antihypertensive agent—that is, it lowers blood pressure.

a. Which proton in propranolol is most acidic? b.What products are formed when propranolol is treated with NaH? c. Which atom is most basic? d. What products are formed when propranolol is treated with HCl?
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