Identifying Acidic and Basic Functional Groups

Question 1

What is the most important aspect of an acidic or basic functional group?

Answer 1

its ability to be ionized

Question 2

What does ionization affect?

Answer 2

water solubility and types of receptor interactions

Question 3

What are the key features of an acidic functional group?

Answer 3

presence of a proton that can dissociate
ability of remaining atoms to delocalize/share the charge

Question 4

As pKa decreases, acidity …

Answer 4

increases

Question 5

What is the most common acidic functional group?

Answer 5

carboxylic acid

Question 6

pKa of carboxylic acids

Answer 6

2.5-5

Question 7

pKa of imides

Answer 7

4.5-8.5

Question 8

pKa of sulfonamides

Answer 8

4.5-11.5

Question 9

pKa of sulfonylureas

Answer 9

5-6

Question 10

pKa of Tetrazole

Answer 10

4.5-6

Question 11

pKa of phenol

Answer 11

9-10

Question 12

pKa of sulfates

Answer 12

1-2

Question 13

pKa of phosphates and phosphonates

Answer 13

1st h atom: 1.5-2.5
2nd H atom: 6.5-7.5

Question 14

pKa of Aliphatic and Alicyclic Amines

Answer 14

9-11

Question 15

pKa for aromatic amines

Answer 15

2-5

Question 16

pKa of Imines

Answer 16

3-5

Question 17

pKa of Hydrazines

Answer 17

7.5-8.5

Question 18

pKa of hydrazines

Answer 18

7.5-8.5

Question 19

pKa of Amidines

Answer 19

10-11

Question 20

pKa of guanidine

Answer 20

12-13

Question 21

pKa of aromatic heterocyclic nitrogen atoms

Answer 21

1-5

Question 22

amphoteric drug

Answer 22

drug with one acidic and one basic function groups

Question 23

nonelectrolytes

Answer 23

drug molecules that contain only neutral functional groups

Question 24

electrolytes

Answer 24

drug molecule with a quaternary ammonium salt and no other ionizable function groups