Unit 9 - Carboxylic acid Practice Problems Answers

Practice 9-1
Name each of the following acids:
a) CH 3 CH 2 CF 2 CH 2 COOH
b) CH 3 - CH 2 - CH - COOH
OH
c)
e)
HO
OH
COOH
NH 2
CH 3 - CH - COOH
d)
f)
COOH
CH 3
O
OH
Answer
a) 3,3-difluoropentanoic acid b) 2-hydroxybutanoic acid
c) 3,4-dihydroxybenzoic acid d) 3-methylbenzoic acid
e) 2-aminopropanoic acid f) 2-ethylhexanoic acid
Practice 9-2
Complete the following reaction and name the carboxylic acid salt formed.
Answer
CH 3 - CH 2 - COOH +
NaOH
CH 3 - CH 2 - COOH + NaOH CH 3 - CH 2 - COO - Na + + H 2 O
sodium propanoate
9-1

Practice 9-3
Complete the following esterification reaction:
O
[H + ]
+ CH
OH
3 - CH 2 -OH
Answer
removal of OH
and H produces the ester
O
OH+
CH 3 - CH 2 -OH
[H + ]
O
+
O- CH 2 - CH 3
H 2 O
Practice 9-4
Write the name for each of the following esters.
a)
Answer
c)
O
CH 3 (CH 2 ) 6 CH 2 COCH 3
b)
O
OCH 2 CH 3 d)
O CH 3
CO CH
CH 3
O
CH 3 CH 2 CO CH 2 CH 2 CH 3
a) methyl octanate b) isopropyl benzoate
c) ethyl butanoate e) propyl propanoate
9-2

Practice 9-5
Complete the following reactions:
O
CH 3 CH 2 -C-OCH 2 CH 3
O
CH 3 CH 2 -C-OCH 2 CH 3
+ H 2 O
+ NaOH
H +
H 2 O
Answer
O
CH 3 CH 2 -C-OCH 2 CH 3 + H 2 O
H +
O
CH 3 CH 2 -C-OH
+ CH 3 CH 2 OH
O
CH 3 CH 2 -C-OCH 2 CH 3 + NaOH
H 2 O
O
CH 3 CH 2 -C-O - Na +
+ CH 3 CH 2 OH
Practice 9-6
Name each of the following:
NH 2
Br
a)
NH 2
b)
Br
c)
CH 3 (CH 2 ) 5 -NH-CH 2 CH 3
d)
N
Answer
a) cyclopentylamine b) 3,4-dibromoaniline
c) ethylhexylamine d) diethylmethylamine
9-3

Practice 9-7
Name each of the following amides:
O
O H
a) CH 3 - C - N
b)
C - NH - CH 2 -CH 3
c) CH 3 - CH 2 - CH 3 - CH 2 - C - NH
O
Answer
a) N-cyclohexylacetamide b) N-ethylbenzamide
c) N-isopropylpentanamide
Practice 9-8
Draw the structures of the products in each of the following hydrolysis reactions.
O
C - NH 2
+ H 2 O + HCl
heat
Answer
O
CH 3 - CH 2 - C - NH - CH 3
+ NaOH
heat
O
O
C NH 2
C
OH
+ H 2 O + HCl
heat
+ NH 4 + Cl -
O
CH 3 - CH 2 - C - NH - CH 3 + NaOH
heat
O
CH 3 - CH 2 - C - O - Na +
+
CH 3 -NH 2
9-4