Chapter 2: 2.15 (page 72)
Rank the labeled H atoms in the following compound in order of increasing acidity.

Short Answer
The acidity of the hydrogen atoms is marked as follows:

Chapter 2: 2.15 (page 72)
Rank the labeled H atoms in the following compound in order of increasing acidity.

The acidity of the hydrogen atoms is marked as follows:

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Hydroxide can react as a Brønsted Lowry base (and remove a proton), or a Lewis base (and attack a carbon atom). (a) What organic product is formed when reacts with the carbocation as a Brønsted Lowry base? (b)What organic product is formed when reacts with as a Lewis base?
Rank the conjugate bases of each group of acids in order of increasing basicity:
a.
b.
DBU, 1,8-diazabicyclo undec-7-ene, is a base we will encounter in elimination reactions in Chapter 8. Which N atom is more basic in DBU? Explain your choice.

Draw the products of each reaction and determine the direction of equilibrium.
a.

b.

c.

d.

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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