[Skip Breadcrumb Navigation]
:
[Skip Breadcrumb Navigation]
Home
Chapter 11: Carbonyl Compounds I: Nucleophilic Acyl Substitutions
Quizzes
Quiz 1
Quiz 1
This activity contains 12 questions.
What is the approximate p
K
a
range of carboxylic acids?
0–3
3–5
5–7
7–9
9–11
Which of the following compounds is hydrolyzed most slowly in aqueous sodium hydroxide?
CH
3
C(=O)-OCH
3
CH
3
C(=O)-OCH
2
C
6
H
5
CH
3
C(=O)-Cl
CH
3
C(=O)-O-(O=)CCH
3
CH
3
C(=O)-NHCH
3
What happens to the hybridization of the carbonyl carbon upon addition of a nucleophile?
It changes from
sp
to
sp
3
.
The hybridization does not change.
It changes from
sp
3
to
sp
2
.
It changes from
sp
2
to
sp
3
.
It changes from
sp
3
to
sp
.
Which of the following shows the correct relative reactivities?
acyl chloride > acid anhydride > amide > ester > carboxylic acid
acyl chloride > acid anhydride > ester = carboxylic acid > amide
acyl chloride > ester > carboxylic acid > amide > acid anhydride
acyl chloride > acid anhydride > carboxylic acid > ester > amide
acyl chloride > carboxylic acid > amide > acid anhydride > ester
Acetyl chloride undergoes nucleophilic substitution at a faster rate than does methyl acetate because
the acyl chloride is more sterically hindered than the ester.
the ester is more sterically hindered than the acyl chloride.
esters hydrolyze faster than acyl chlorides.
chloride ion is a better leaving group than methoxide ion.
methoxide ion is a better leaving group than chloride ion.
What product is obtained when acetic acid reacts with an acidic solution of
18
O-labeled methanol?
methyl acetate with the carbonyl oxygen and the carboxyl oxygen labeled with
18
O and unlabeled water
methyl acetate with the carbonyl oxygen labeled with
18
O and unlabeled water
methyl acetate with the carboxyl oxygen labeled with
18
O and
18
O-labeled water
methyl acetate with the carboxyl oxygen labeled with
18
O and unlabeled water
methyl acetate with the carbonyl oxygen labeled with
18
O and
18
O-labeled water
What is the leaving group in the acid-catalyzed hydrolysis of acetamide?
+
NH
4
-
NH
2
H
2
O
NH
3
H
3
O
+
Which of the following is a true statement?
a: When the carbon of a tetrahedral intermediate is bonded to an R, OH, OH, and NH
2
, the OH is the group that is eliminated.
b: When the carbon of a tetrahedral intermediate is bonded to an R, OH, OC
6
H
5
, and OCH
3
, the OCH
3
is the group that is eliminated.
c: When the carbon of a tetrahedral intermediate is bonded to an R, OH, OH, and
+
NH
3
, the
+
NH
3
is the group that is eliminated.
d: When the carbon of a tetrahedral intermediate is bonded to an R, OH, OH, and
+
NH
3
, the OH is the group that is eliminated.
a and c
Which of the following pairs do
not
specify the same compound?
ethanamide and acetamide
4-bromobutanamide and gamma-bromobutyramide
acrylonitrile and propenenitrile
ethyl acetate and ethyl ethanoate
formic acid and ethanoic acid
An excess of which of the following compounds will optimize the yield of propyl acetate in an equilibrium mixture of methyl acetate, propyl alcohol, propyl acetate, and methyl alcohol?
methyl alcohol
propyl alcohol
water
propionic acid
acetic acid
Which of the following statements best explains why protonation increases the rate of ester hydrolysis?
The carbonyl carbon is less positive than the carbonyl carbon in the unprotonated ester and therefore more susceptible to electrophilic attack, and the protonated leaving group is a stronger base.
The carbonyl carbon is more positive than the carbonyl carbon in the unprotonated ester and therefore more susceptible to electrophilic attack, and the protonated leaving group is a weaker base.
The carbonyl carbon is less positive than the carbonyl carbon in the unprotonated ester and therefore more susceptible to nucleophilic attack, and the protonated leaving group is a weaker base.
The carbonyl carbon is more positive than the carbonyl carbon in the unprotonated ester and therefore more susceptible to nucleophilic attack, and the protonated leaving group is a weaker base.
The carbonyl carbon is more positive than the carbonyl carbon in the unprotonated ester and therefore more susceptible to nucleophilic attack, and the protonated leaving group is a stronger base.
Which of the following reactions would
not
give the indicated product?
propanamide + methanol to give methyl propanoate + ammonia
acetic anhydride + methanol to give methyl acetate + acetic acid
phenyl acetate + methanol to give methyl acetate + phenol
acetyl chloride + hydroxide to give acetic acid + chloride
methylbenzoate + ammonia to give benzamide + methanol
The Clear Answers feature requires scripting to function. Your browser either does not support scripting or you have turned scripting off. So, the Clear Answers feature will not work. Note that you do not need to use the Clear Answers feature in order to use this site. You can change your answers for each question individually.
Your browser either does not support scripting or you have turned scripting off. Because of this, the answer choices will NOT appear in a different order each time the page is loaded, though that is mentioned below. Note that you do not need this feature to use this site.
Answer choices in this exercise appear in a different order each time the page
is loaded.
Copyright © 1995 - 2021
Pearson Education
. All rights reserved. Pearson Prentice Hall is an imprint of
Pearson
.
Legal Notice
|
Privacy Policy
|
Permissions
[Return to the Top of this Page]
: return
