Question 24.1: Many familiar substances are organic compounds. Some example...

Many familiar substances are organic compounds. Some examples include aspartame, the artificial sweetener in the sugar substitute Equal and in many diet sodas; salicylic acid, found in some acne medicines and wart-removal treatments; and amphetamine, a stimulant used to treat narcolepsy, attention-deficit hyperactivity disorder (\text{ADHD}), and obesity. Identify the functional group(s) in each molecule:

Strategy Look for and identify the combinations of atoms shown in Table 24.2.

Setup (a) From right to left, aspartame contains a \text{—COOH} group, an \text{—NH}_2 group, a \text{—CONHR} group, and a \text{—COOR} group:

(b) Salicylic acid contains an \text{—OH} group and a \text{—COOH} group:

(c) Amphetamine contains an \text{—NH}_2 group:

TA B L E   2 4 . 2  General Formulas for Select Classes of Organic Compounds
Class General formula Structure Functional group^{(1)}
Alcohol ROH Hydroxy group
Carboxylic acid RCOOH Carboxy group
Ester^* RCOOR′ Ester group
Aldehyde RCHO Carbonyl group
Ketone RCOR′ Carbonyl group
Amine^† RNH_2 Amino group
(primary, 1°)
Amine RNR′H Amino group
(secondary, 2°)
Amine RNR′R″ Amino group
(tertiary, 3°)
Amide RCONH_2 Amide group
(primary, 1°)
Amide RCONR′H Amide group
(secondary, 2°)
Amide RCONR′R″ Amide group
(tertiary, 3°)
^*R′ represents a second alkyl group that may or may not be identical to the first alkyl group R. Likewise, R″ represents a third alkyl group that may or may not be identical to R or R′.
^†The designations 1°, 2°, and 3° refer to how many R groups are bonded to the N atom.
^{(1)}Student Annotation: Some functional groups have special names and some do not.
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(a) From right to left, aspartame contains a carboxy group, an amino group, an amide group, and a \text{—COOR} (ester) group.

(b) Salicylic acid contains a hydroxy group and a carboxy group.

(c) Amphetamine contains an amino group

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