Families Of Carbon Compounds Solomons Chapter 2 Exam Prep - Organic Chemistry 13e | Test Bank by Solomons by Graham Solomons. DOCX document preview.
Package title: Solomons Test Bank
Course Title: Solomons 13e
Chapter Number: 2
Question type: Multiple choice
1) Which of the following compounds contains polar covalent bonds?
A) S8
B) LiF
C) F2
D) CH3F
E) None of these choices.
Topic: Polar Covalent Bonds
Section Reference 1: 2.2
Difficulty: Easy
2) Which molecule does not have a dipole moment?
A)
B)
C)
D)
E) None of these choices.
Topic: Molecular geometry, polarity
Section Reference 1: 2.3
Difficulty: Easy
3) Of the following solvents which one does not have a zero dipole moment?
A) Pentane
B) Cyclohexane
C) Diethyl ether
D) Cyclopentane
E) None of these choices.
Topic: Molecular geometry, polarity
Section Reference 1: 2.3
Difficulty: Easy
4) Which molecule has a zero dipole moment?
A) CH3Cl
B) CH2Cl2
C) CHCl3
D) CCl4
E) None of these choices.
Topic: Molecular geometry, polarity
Section Reference 1: 2.3
Difficulty: Easy
5) Which molecule would you expect to have no dipole moment (i.e., = 0 D) ?
A) CHF3
B)
C) :NF3
D)
E) CH2F2
Topic: Molecular geometry, dipole moment
Section Reference 1: 2.3
Difficulty: Easy
6) Which molecule has a dipole moment greater than zero?
A)
B)
C)
D) More than one of these choices.
E) None of these choices.
Topic: Molecular geometry, dipole moment
Section Reference 1: 2.3
Difficulty: Easy
7) Which of the following would have no net dipole moment ( = 0 D)?
A) CBr4
B) cis-1,2-Dibromoethene
C) trans-1,2-Dibromoethene
D) 1,1-Dibromoethene
E) More than one of these choices.
Topic: Molecular geometry, dipole moment
Section Reference 1: 2.3
Difficulty: Medium
8) For a molecule to possess a dipole moment, which following condition is necessary but not sufficient?
A) three or more atoms in the molecule
B) presence of one or more polar bonds
C) a non-linear structure
D) presence of oxygen or fluorine
E) absence of a carbon-carbon double or triple bond
Topic: Molecular geometry, polarity
Section Reference 1: 2.3
Difficulty: Medium
9) Which molecule has a zero dipole moment?
A) SO2
B) CO2
C) CO
D) CHCl3
E) None of these choices.
Topic: Molecular geometry, polarity
Section Reference 1: 1.5 and 2.3
Difficulty: Easy
10) Which molecule has a zero dipole moment?
A) CO2
B) CH4
C) CH3CH3
D)
E) All of these choices.
Topic: Molecular geometry, polarity
Section Reference 1: 1.5 and 2.3
Difficulty: Easy
11) Which molecule has a dipole moment of zero?
A) CHCl3
B) CH2Cl2
C) ClHC=CH2
D) trans-ClHC=CHCl
E) None of these choices.
Topic: Molecular geometry, polarity
Section Reference 1: 1.5 and 2.3
Difficulty: Medium
12) Which molecule would have a dipole moment greater than zero?
A) BeCl2
B) BCl3
C) CO2
D) H2O
E) CCl4
Topic: Molecular geometry, polarity
Section Reference 1: 1.5 and 2.3
Difficulty: Medium
13) A non-zero dipole moment is exhibited by:
A) SO2
B) CO2
C) CCl4
D) BF3
E)
Topic: Molecular geometry, polarity
Section Reference 1: 1.5, 1.6 and 2.3
Difficulty: Medium
14) Of the following common organic solvents which one is predicted to have the smallest dipole moment?
A) Chloroform, CHCl3
B) Acetone, (CH3)2CO
C) Dimethylsulfoxide, (CH3)2SO
D) Acetonitrile, CH3CN
E) Methanol, CH3OH
Topic: Molecular geometry, polarity
Section Reference 1: 1.5, 1.6, and 2.3
Difficulty: Hard
15) Which molecule(s) has/have dipole moment(s) equal to zero?
A)
B)
C)
D)
E) None of these choices have dipole moments equal to zero.
Topic: Molecular geometry, Polarity
Section Reference 1: 2.3
Difficulty: Easy
16) What alkyl groups make up the following ether?
A) ethyl and phenyl
B) propyl and benzyl
C) ethyl and benzyl
D) propyl and phenyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Easy
17) What alkyl groups make up the following ketone?
A) Phenyl, pentyl
B) Hexyl, phenyl
C) Benzyl, hexyl
D) Benzyl, heptyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Medium
18) What alkyl groups make up the following ether?
A) Isobutyl and methyl
B) Methyl and butyl
C) Ethyl and isopropyl
D) Methyl and sec-butyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Easy
19) What alkyl groups make up the following ether?
A) isobutyl and propyl
B) propyl and butyl
C) ethyl and isopropyl
D) propyl and sec-butyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Easy
20) What alkyl group is attached to the oxygen in the following ester?
A) ethyl
B) propyl
C) sec-propyl
D) isopropyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Easy
21) What alkyl groups make up the following 3o amine?
A) sec-butyl, ethyl, propyl
B) isobutyl, isopropyl, ethyl
C) sec-butyl, ethyl, isopropyl
D) butyl, ethyl, propyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Easy
22) What alkyl groups are attached to the benzene ring in the following example?
A) ethyl, butyl
B) ethyl, isobutyl
C) propyl, sec-butyl
D) propyl, butyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Easy
23) What common group is attached to both the ether and 3o amine in the following molecule?
A) benzyl
B) phenyl
C) heptyl
D) ethyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Medium
24) What group makes up the following aldehyde (benzaldehyde)?
A) benzyl
B) phenyl
C) heptyl
D) ethyl
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.4
Difficulty: Medium
25) What functional group is present in the following compound?
A) 1o alkyl halide
B) 2o alcohol
C) 2o alkyl halide
D) 1o amine
E) 3o alkyl halide
Topic: Functional groups
Section Reference 1: 2.5
Difficulty: Easy
26) Which is a 3 alkyl halide?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional Groups
Section Reference 1: 2.5
Difficulty: Easy
27) Which compound(s) contain(s) tertiary carbon atom(s) ?
A) I, II, III
B) I
C) II, III
D) I, IV
E) V
Topic: Functional groups
Section Reference 1: 2.5
Difficulty: Medium
28) Which of these compounds is a secondary alkyl chloride?
A) CH3CH2CH2CH2CH2Cl
B)
C)
D) (CH3)2CHCHClCH3
E) Two of these choices.
Topic: Functional groups
Section Reference 1: 2.5
Difficulty: Medium
29) How many 2º alkyl bromides, neglecting stereoisomers, exist with the formula C6H13Br?
A) 4
B) 5
C) 6
D) 7
E) 8
Topic: Functional groups, Isomerism
Section Reference 1: 1.6 and 2.5
Difficulty: Medium
30) The number of unique open-chain structures corresponding to the molecular formula C3H5Cl is:
A) 2
B) 3
C) 4
D) 5
E) 6
Topic: Isomers
Section Reference 1: 1.6 and 2.5
Difficulty: Medium
31) Which compound listed below is a secondary alcohol?
A)
B)
C)
D) CH3CH2CH2CH2OH
E) CH3CH2CH2OCH3
Topic: Functional groups
Section Reference 1: 2.6
Difficulty: Easy
32) What functional group is present in the following compound?
A) 1o alcohol
B) ether
C) 2o alcohol
D) ester
E) 3o alcohol
Topic: Functional groups
Section Reference 1: 2.6
Difficulty: Easy
33) Which compound is a tertiary alcohol?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.6
Difficulty: Medium
34) What functional group(s) is/are present in the following compound?
A) alkyne and 2o alcohol
B) alkyne and 1o alcohol
C) 2o alcohol and alkene
D) nitrile and 1o alcohol
E) alkene and 2o alcohol
Topic: Functional groups
Section Reference 1: 2.1 and 2.6
Difficulty: Easy
35) A tertiary carbon atom is present in which of these compounds?
A) I
B) II, IV
C) III, V
D) IV
E) All of these choices.
Topic: Functional groups
Section Reference 1: 2.5 and 2.6
Difficulty: Easy
36) What functional group(s) is/are present in the following compound?
A) 1o alcohol and 2o alkyl chloride
B) ether and 2o alcohol
C) 1o alkyl chloride and 1o alcohol
D) 1o alkyl chloride and 2o alcohol
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.5 and 2.6
Difficulty: Easy
37) How many constitutional isomers are possible with the formula C4H10O?
A) 3
B) 4
C) 5
D) 6
E) 7
Topic: Functional groups, Isomerism
Section Reference 1: 1.3, 2.6, and 2.7
Difficulty: Easy
38) Which compound is a secondary amine?
A) CH3CH2CH2NH2
B)
C)
D)
E)
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
39) Which compound is a primary amine with the formula C5H13N?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
40) What functional group is present in the following compound?
A) 1o alkyl bromide
B) 2o amine
C) nitrile
D) 1o amine
E) 3o amine
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
41) What functional group is present in the following compound?
A) 1o alkyl bromide
B) 2o amine
C) nitrile
D) 1o amine
E) 3o amine
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
42) Which is a 3 amine?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
43) What functional groups are present in nicotine, an addictive substance found in tobacco?
A) two tertiary amines
B) two secondary amines
C) phenyl ring and tertiary amine
D) secondary and tertiary anime
E) none of these choices
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
44) An example of a tertiary amine is:
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
45) What functional group(s) is/are present in the following compound?
A) ether and 2o amine
B) ester and 3o amine
C) 3o amine
D) 3o amine and ether
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.7 and 2.8
Difficulty: Easy
46) Which compound is a ketone?
A)
B)
C)
D)
E)
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Easy
47) Which compound is an aldehyde?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Easy
48) What functional group is present in the following compound?
A) alcohol
B) ketone
C) aldehyde
D) ester
E) ether
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Medium
49) What functional group is present in the following compound?
A) alcohol
B) ketone
C) aldehyde
D) ester
E) ether
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Medium
50) What functional group(s) is/are present in the following compound?
A) Ketone and alkene
B) Ketone and alkyne
C) Aldehyde and alkene
D) Aldehyde and alkyne
E) 1o alcohol and alkene
Topic: Functional groups
Section Reference 1: 2.1 and 2.9
Difficulty: Medium
51) The compound below is an adrenocortical hormone called cortisone. Which functional group is not present in cortisone?
A) 1 alcohol
B) Ketone
C) 3 alcohol
D) Carboxylic acid
E) Alkene
Topic: Functional groups
Section Reference 1: 2.1, 2.6, and 2.9
Difficulty: Easy
52) Which functional groups are present in the following compound?
A) Alkene, 1º alcohol, ketone
B) Alkene, 2º alcohol, aldehyde
C) Alkene, 2º alcohol, ketone
D) Alkyne, 1º alcohol, aldehyde
E) Alkyne, 2º alcohol, ketone
Topic: Functional groups
Section Reference 1: 2.1, 2.6, and 2.9
Difficulty: Easy
53) In addition to a cycloalkane skeleton, testosterone also contains the following functional groups:
A) Alkene, ester, tertiary alcohol
B) Alkene, ether, secondary alcohol
C) Alkene, ketone, secondary alcohol
D) Alkyne, ketone, secondary alcohol
E) Alkene, ketone, tertiary alcohol
Topic: Functional groups
Section Reference 1: 2.1, 2.6, and 2.9
Difficulty: Easy
54) The compound shown below is norethyndrel, a synthetic estrogen. It was marketed in the first oral contraceptive under the name Enovid.
In addition to an alkane (actually cycloalkane) skeleton, the norethyndrel molecule also contains the following functional groups:
A) Ether, alcohol, alkyne
B) Aldehyde, alkene, alkyne, alcohol
C) Alcohol, carboxylic acid, alkene, alkyne
D) Ketone, alkene, alcohol, alkyne
E) Amine, alkene, ether, alkyne
Topic: Functional groups
Section Reference 1: 2.1, 2.6, and 2.9
Difficulty: Medium
55) Many organic compounds contain more than one functional group. Which of the following is/are both an aldehyde and an ether?
A) I
B) II, IV
C) V
D) I, V
E) III
Topic: Functional Groups
Section Reference 1: 2.7 and 2.9
Difficulty: Easy
56) Which is a carboxylic acid?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Easy
57) What functional group(s) is/are present in the following compound?
A) 1o alcohol and ketone
B) carboxylic acid
C) ester
D) 1o alcohol and aldehyde
E) alcohol
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Medium
58) What functional group(s) is/are present in the following compound?
A) 1o alcohol and ketone
B) ester
C) carboxylic acid
D) 1o alcohol and aldehyde
E) alcohol
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Medium
59) Which functional group is not contained in prostaglandin E1?
Prostaglandin E1
A) Ketone
B) 2 alcohol
C) 3 alcohol
D) Carboxylic acid
E) Alkene
Topic: Functional groups
Section Reference 1: 2.1, 2.6, 2.9, and 2.10
Difficulty: Medium
60) What functional group(s) is/are present in the following compound?
A) ether and ketone
B) carbonyl and ether
C) carboxylic acid and ether
D) ester
E) 1o alcohol
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Easy
61) Which compound is an ester?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Easy
62) What functional group is present in the following compound?
A) alcohol
B) ketone
C) aldehyde
D) ester
E) ether
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Medium
63) What functional group(s) is/are present in the following compound?
A) Ketone and 1o alcohol
B) Ether and alcohol
C) Ester and ether
D) Ester and 1o alcohol
E) 1o alcohol and aldehyde
Topic: Functional groups
Section Reference 1: 2.6 and 2.10
Difficulty: Medium
64) Which compound can be classified as an ester as well as a ketone?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.9 and 2.10
Difficulty: Medium
65) Drawn below is atropine, found in Atropa belladonna, sometimes used in dilating pupils during an eye exam. Which of the following functional groups is NOT in atropine?
A) Amine
B) Ester
C) Alcohol
D) Benzene ring
E) Ketone
Topic: Functional groups
Section Reference 1: 2.1, 2.6, 2.8, and 2.10
Difficulty: Hard
66) What functional group(s) is/are present in the following compound?
A) 1o alcohol and 2o amine
B) amide and 2o alcohol
C) nitrile and 1o alcohol
D) 2o amide and ether
E) None of these choices.
Topic: Functional groups
Section Reference 1: 2.6 and 2.10
Difficulty: Medium
67) Many bacterial cells contain functional groups that are susceptible to antibiotic drugs, but may, over time, change their functional groups to become resistant to these drugs. What functional group change is occurring in the transition shown below?
A) Amine to ether
B) Amine to ester
C) Amide to ester
D) Amide to ether
E) None of these choices.
Topic: Functional Groups
Section Reference 1: 2.10
Difficulty: Medium
68) The compound shown below is a substance called capsaicin, found in varying concentrations in several varieties of hot peppers, and responsible for their respective degrees of “heat.” Which functional groups are present in the molecule of capsaicin?
A) Alkene, ketone, amine, alcohol, ester
B) Alkene, ketone, alcohol, ether
C) Alkene, amine, phenol, ether
D) Ether, phenol, alkene, amide
E) Ester, phenol, alkene, amide
Topic: Functional groups
Section Reference 1: 2.1, 2.6, 2.7, and 2.10
Difficulty: Medium
69) The compound aspartame is a dipeptide that is often used as a sugar substitute. Which functional groups are present in aspartame?
A) carboxylic acid, secondary amine, ketone, ester
B) alcohol, secondary amine, ketone, ester
C) carboxylic acid, ester, amide, secondary amine
D) ester, amide, primary amine, carboxylic acid
E) none of these choices
Topic: Functional groups
Section Reference 1: 2.1, 2.6, 2.7, and 2.10
Difficulty: Medium
70) What functional group(s) is/are present in the following compound?
A) 1o amine and 2o amine
B) amide and 2o amine
C) 2o amine and nitrile
D) nitrile and 1o amine
E) amide and nitrile
Topic: Functional groups
Section Reference 1: 2.8 and 2.11
Difficulty: Medium
71) The strongest of attractive forces is which type?
A) Dispersion forces
B) Ion-dipole
C) Dipole-dipole
D) Cation-anion
E) Hydrogen bonds
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
72) Which of these is the weakest of the intermolecular attractive forces taken individually?
A) Ion-ion
B) Dispersion forces
C) Dipole-dipole
D) Covalent bonding
E) Hydrogen bonding
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
73) Which compound would you expect to have the highest melting point?
A) n-Butyl alcohol
B) Isobutyl alcohol
C) sec-Butyl alcohol
D) tert-Butyl alcohol
E) Diethyl ether
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
74) Which of the following is not found in the following substance?
CH3CH2CH2CH2CH2OH
A) Ion-ion
B) Dispersion forces
C) Dipole-dipole
D) Covalent bonding
E) Hydrogen bonding
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
75) Which alkane is predicted to have the highest melting point of those shown?
A) CH3CH2CH2CH3
B)
C) CH3CH2CH2CH2CH3
D)
E)
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
76) What intermolecular forces hold base pairs together in DNA?
A) Ion-ion
B) Dipole-dipole
C) Hydrogen bonds
D) Dispersion forces
E) Covalent bonds
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
77) Which compound would you expect to have the lowest boiling point?
A)
B)
C)
D)
E)
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
78) Which of these compounds would have the highest boiling point?
A) CH3OCH2CH2CH2OCH3
B) CH3CH2OCH2CH2OCH3
C) CH3CH2OCH2OCH2CH3
D)
E) HOCH2CH2CH2CH2CH2OH
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
79) Which compound would have the highest boiling point?
A) CH3CH2CH2CH2CH2CH3
B) CH3CH2OCH2CH2CH3
C) CH3CH2CH2CH2CH2OH
D) CH3CH2OCH(CH3)2
E) CH3OCH2CH2CH2CH3
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
80) Of the following compounds, the one with the highest boiling point is:
A) CH3CH3
B) CH3CH2Cl
C)
D) CH3CH2OH
E) CH3CH2OCH2CH3
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
81) Which compound would you expect to have the highest boiling point?
A) ethane
B) ethene
C) ethyne
D) bromoethane
E) methane
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
82) Which compound would you expect to have the highest boiling point?
A) ethyl alcohol
B) ethyl amine
C) chloroethane
D) water
E) ethane
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
83) Which of these would you expect to have the lowest boiling point?
A) CH3CH2CH2OH
B)
C) CH3OCH2CH3
D) CH3CH2CH2CH2OH
E) CH3CH2OCH2CH3
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
84) Which compound would you expect to have the lowest boiling point?
A)
B)
C)
D)
E)
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
85) Which compound would you expect to have the highest boiling point?
A) CH3OCH2CH2OCH3
B) CH3OCH2OCH2CH3
C) HOCH2CH2CH2CH2OH
D) CH3OCH2CH2CH2OH
E) (CH3O)2CHCH3
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
86) Which compound would have the lowest boiling point?
A) I
B) II
C) III
D) IV
E) V
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
87) The solid alkane CH3(CH2)18CH3 is expected to exhibit the greatest solubility in which of the following solvents?
A) CCl4
B) CH3OH
C) H2O
D) CH3NH2
E) HOCH2CH2OH
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
88) The following substance is expected to have the lowest solubility in which of the following solvent(s) ?
A) CCl4
B) C2H5OH
C) CHCl3
D) HOCH2CH2CH2CH2CH2CH2OH
E) The given substance is likely to be quite soluble in all of the solvents described.
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
89) The compound NaOH is barely soluble in ethanol. The addition of which of the following solvents to ethanol would greatly increase the solubility of NaOH?
A) H2O
B) Et2O
C) CH2Cl2
D) Benzene
E) All of these choices.
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
90) For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions)?
A) a peak around 1700 cm–1
B) a peak around 3300 cm–1
C) only normal alkane absorptions
D) a peak around 2250 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Easy
91) For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions) ?
A) a peak around 1700 cm–1
B) a peak around 3300 cm–1
C) a peak around 1650 cm–1
D) a peak around 2250 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Easy
92) The IR spectrum of which type of compound will not show evidence of hydrogen bonding?
A) Aldehyde
B) Alcohol
C) Carboxylic acid
D) Phenol
E) Primary amine
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Easy
93) The IR spectrum of which type of compound generally exhibits evidence of hydrogen bonding?
A) Aldehyde
B) Carboxylic acid
C) Alkene
D) Ester
E) Ketone
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Easy
94) IR evidence for the presence of the C=C would be most difficult to detect in the case of which of these alkenes?
A)
B)
C)
D)
E)
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Easy
95) An oxygen-containing compound shows strong IR absorption at 1630-1780 cm–1 and 3200-3550 cm–1. What type of compound is it likely to be?
A) an alcohol
B) a carboxylic acid
C) an ether
D) a ketone
E) an aldehyde
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
96) For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions)?
A) a peak around 1700 cm–1
B) a peak around 3300 cm–1
C) a peak around 1650 cm–1
D) a peak around 2250 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
97) For the functional group(s) on the following molecule, what characteristic IR absorption(s) would be expected (ignoring C-H absorptions)?
A) peaks around 1700 and 1650 cm–1
B) peaks around 3300 and 1710 cm–1
C) peaks around 1650 and 3300 cm–1
D) only a peak around 3300 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
98) For the functional group(s) on the following molecule, what characteristic IR absorption(s) would be expected (ignoring C-H absorptions)?
A) peaks around 1700 and 1650 cm–1
B) a strong broad peak over 3600 to 2500 and around 1710 cm–1
C) peaks around 1650 and 3300 cm–1
D) peaks around 3300 and 1710 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
99) For the functional group(s) on the following molecule, what characteristic IR absorption(s) would be expected (ignoring C-H absorptions)?
A) peaks around 1710 and 1650 cm–1
B) a strong broad peak over 3600 to 2500 cm–1
C) peaks around 1650 and 3300 cm–1
D) a peak around 1710 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
100) For the functional group(s) on the following molecule, what characteristic IR absorption(s) would be expected (ignoring C-H absorptions)?
A) peaks around 3300, 2150, and 1650 cm–1
B) peaks around 1710 and 1650 cm–1
C) peaks around 1650 and 3300 cm–1
D) a peak around 2250 and 3300 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
101) The absorption band for the O-H stretch in the IR spectrum of an alcohol is sharp and narrow in the case of
A) a Nujol mull of the alcohol.
B) a concentrated solution of the alcohol.
C) a gas phase spectrum of the alcohol.
D) the spectrum of the neat liquid.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
102) A split peak for the IR absorption due to bond stretching is observed for the carbonyl group in which of these compounds?
A) ca
B)
C)
D)
E)
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
103) The IR spectrum of which of the following substances is likely to show a small, but sharp peak at 2200 cm–1?
A) I
B) II
C) III
D) IV
E) V
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
104) An anticipated IR absorption band may not be observed because
A) it occurs outside the range of the instrument used.
B) no change occurs in the dipole moment during the vibration.
C) the absorption band is eclipsed by another.
D) the intensity is so weak that it cannot be differentiated from instrument noise.
E) All of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
105) For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions)?
A) peaks around 1740 and 1650 cm–1
B) a strong broad peak over 3600 to 2500 cm–1
C) peaks around 1650 and 3300 cm–1
D) a peak around 1740 cm–1
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
106) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 1710 cm–1 would disappear.
B) A peak around 1710 cm–1 would appear.
C) A peak around 2150 cm–1 would disappear.
D) No change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
107) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 1710 cm–1 would disappear and a new peak around 3300-3500 cm–1 would appear.
B) A peak around 1710 cm–1 would disappear and a new peak around 1650 cm–1 would appear.
C) A peak around 2150 cm–1 would disappear and a new peak around 3300-3500 cm–1 would appear.
D) No change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
108) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 3300 cm–1 would disappear.
B) A peak around 1710 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
C) A peak around 2150 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
D) No change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
109) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 3300 cm–1 would disappear.
B) A peak around 1710 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
C) A peak around 2150 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
D) No change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
110) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 3300 cm–1 would disappear and nothing new would appear.
B) A new peak around 1710 cm–1 would appear and a peak around 3300 cm–1 would disappear.
C) A peak around 2150 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
D) No change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
111) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 3300 cm–1 would appear and nothing new would appear.
B) A peak around 1710 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
C) A peak around 2150 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
D) No change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
112) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 3300 cm–1 would disappear and nothing new would appear.
B) A peak around 1710 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
C) A peak around 1650 cm–1 would disappear and nothing new would appear.
D) No change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
113) For the following reaction sequence (it is not necessary to understand the chemistry) what significant overall change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 3300 cm–1 would disappear and nothing new would appear.
B) A peak around 1710 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
C) A peak around 1650 cm–1 would disappear and nothing new would appear.
D) No overall change would be observed.
E) None of these choices.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
114) For the following reaction sequence (it is not necessary to understand the chemistry) what significant change(s) would be expected by IR (ignoring C-H absorptions)?
A) A peak around 2250 cm–1 would disappear and nothing new would appear.
B) A peak around 1720 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
C) A peak around 2250 cm–1 would disappear and a new peak around 1720 cm–1 would appear.
D) A peak around 2250 cm–1 would disappear and a new peak around 3300 cm–1 would appear.
E) No change would be observed.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
115) The IR stretching frequency occurs at the lowest frequency for which of these bonds?
A) C–H
B) C–O
C) C–Br
D) C–N
E) C–F
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
116) The IR stretching frequency can be predicted to occur at the highest frequency for which of these bonds?
A) C–H
B) C–F
C) C–Cl
D) C–Br
E) C–I
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
117) The IR absorption due to the stretching of which of these carbon-hydrogen bonds occurs at the highest frequency?
A) I
B) II
C) III
D) IV
E) V
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
118) An oxygen-containing compound which shows sharp IR absorption at 2200 cm-1 and 3300 cm-1 is likely to contain which functional group?
A) An ester
B) An alkene
C) An alkyne
D) An ether
E) An aldehyde
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
119) n-Pentane has a higher boiling point than isopentane due to an increased surface-to-surface interaction of dispersion forces.
A) True
B) False
Topic: Intermolecular Forces
Section Reference 1: 2.13
Difficulty: Easy
120) Carbon dioxide has a higher boiling point than carbon disulfide due to its dipole-dipole forces.
A) True
B) False
Topic: Intermolecular Forces
Section 2.13
Difficulty: Medium
121) Even though methyl amine (CH3NH2) has a higher molecular weight than water (H2O) , its boiling point is much lower than water’s boiling point since water has hydrogen bonding attractive forces.
A) True
B) False
Topic: Intermolecular Forces
Section Reference 1: 2.13
Difficulty: Hard
122) Hydrogen bonding will broaden the O–H absorption band in an infrared spectrum.
A) True
B) False
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Easy
123) The higher the wave number in the infrared spectra, the greater the energy that is required to vibrate the bond.
A) True
B) False
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
124) The molecule N2 does not show an absorption in an IR spectrum because the dipole moment of the molecule does not change with the absorption of IR energy.
A) True
B) False
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
125) Hydrocarbons containing carbon-carbon double bonds are referred to as ___.
Topic: Functional Groups
Section Reference 1: 2.1
Difficulty: Easy
126) All of the carbon-carbon bonds in ___ are equal to one and one-half bonds and have a bond length in between that of a single bond and a double bond with all of the bond angles at ___.
Topic: Functional Groups
Section Reference 1: 2.1
Difficulty: Easy
127) Unsaturated hydrocarbons may be distinguished from saturated hydrocarbons by the presence of one or more ___.
Topic: Functional Groups
Section Reference 1: 2.1
Difficulty: Easy
128) Draw a structural formula for C8H18, in which there are two quaternary carbons.
Topic: Isomers, Functional Groups
Section Reference 1: 2.1
Difficulty: Easy
129) The six p electrons in benzene are ___ about the ring, which explains why all of the C-C bonds are the same length.
Topic: General
Section Reference 1: 2.1
Difficulty: Easy
130) Draw all isomers of C6H14.
Topic: Isomers, Functional Groups
Section Reference 1: 1.3A and 2.1
Difficulty: Easy
131) A polar covalent bond is one in which electrons are ___.
Topic: General
Section Reference 1: 2.2
Difficulty: Easy
132) The ___ is defined as the product of the magnitude of the charge of a particle and the distance that separates them.
Topic: Polar Covalent Bond
Section Reference 1: 2.2
Difficulty: Easy
133) Carbon dioxide is non-polar, despite the fact that oxygen is much more electronegative than carbon. Briefly explain why, using relevant diagrams as appropriate to illustrate your answer.
Topic: Molecular Geometry, Dipole Moment
Section Reference 1: 2.2 and 2.3
Difficulty: Medium
134) Nitromethane is a polar molecule but contains 2 equal polar covalent bonds. Briefly explain why and draw a relevant 3-dimensional structure to show the overall dipole moment of the molecule.
Topic: Molecular Geometry, Dipole Moment
Section Reference 1: 2.2 and 2.3
Difficulty: Medium
135) Organic compounds are classified into chemical families on the basis of similarities in chemical properties; these similarities are primarily due to the presence of characteristic arrangements of atoms known as ___.
Topic: Functional Groups
Section Reference 1: 2.4
Difficulty: Easy
136) Draw all isomers of C3H8O and classify each according to functional group.
Topic: Isomers, Functional Groups
Section Reference 1: 1.3, 2.6, and 2.7
Difficulty: Easy
137) Draw all tertiary amine isomers of C6H15N.
Topic: Isomers, Functional Groups
Section Reference 1: 1.3 and 2.8
Difficulty: Medium
138) Draw all of the acyclic secondary amines that have the chemical formula C4H9N.
Topic: Isomers, Functional Groups
Section Reference 1: 1.3 and 2.8
Difficulty: Medium
139) A group in which a carbon atom has a double bond to an oxygen atom is called a ___.
Topic: Functional Groups
Section Reference 1: 2.9
Difficulty: Easy
140) Draw all isomers of C6H12O that are aldehydes and contain at least one tertiary carbon.
Topic: Isomers, Functional Groups
Section Reference 1: 2.9
Difficulty: Easy
141) Draw all isomers of C6H12O that are aldehydes.
Topic: Isomers, Functional Groups
Section Reference 1: 1.3 and 2.9
Difficulty: Easy
142) Draw all isomers of C5H10O that are ketones.
Topic: Isomers, Functional Groups
Section Reference 1: 1.3 and 2.9
Difficulty: Easy
143) Draw all of the isomers of C5H9N that are nitriles.
Topic: Isomers, Functional Groups
Section Reference 1: 1.3, 2.11
Difficulty: Easy
Question type: Essay
144) Ethanol, C2H5OH, and propane, C3H8, have approximately the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why.
Topic: Intermolecular Forces
Section Reference 1: 2.13
Difficulty: Easy
145) Even though methanol (CH3OH) and methylamine (CH3NH2) have similar molecular weights, methanol has a much higher boiling point of 65 oC as opposed to methylamine’s boiling point of -6 oC. Briefly explain why.
Topic: Intermolecular Forces
Section Reference 1: 2.13
Difficulty: Easy
146) Ethanol, C2H5OH, and dimethyl ether, CH3OCH3, have the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why.
Topic: Intermolecular Forces
Section Reference 1: 2.13
Difficulty: Easy
147) Sodium chloride, which is quite soluble in water, is not very soluble in hexane. Why?
Topic: Bonding, Solubility
Section Reference 1: 2.13
Difficulty: Medium
148) Explain why the compound shown is considered to be capable of being a soap (dissolving oily substances off of surfaces using water).
Topic: Bonding, Solubility
Section Reference 1: 2.13
Difficulty: Medium
149) Examine the following IR spectrum, for substance Q (C7H14O2). Which oxygen containing functional group is most likely present in Q?
Topic: Functional Groups, IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
150) Examine the following IR spectrum, for substance P (C3H5NO). Which oxygen containing functional group is most likely present in P?
Topic: Functional Groups, IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
151) The IR absorption frequencies of the C-H bond in alkanes, alkenes, and alkynes are measurably different. Briefly explain why.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Hard
152) IR absorption signals of alcohols are typically broad. However, IR spectra of gaseous samples show sharp peaks. Briefly explain why.
Topic: IR Spectroscopy
Section Reference 1: 2.15 and 2.16
Difficulty: Medium
153) An IR spectrum has significant peaks at 3080 and 1650 cm–1. What functional group is present in the molecule?
Topic: Functional Groups, IR Spectroscopy
Section Reference 1: 2.1, 2.15, and 2.16
Difficulty: Easy
154) An IR spectrum has significant peaks at 2200 and 3300 cm–1. What functional group is present in the molecule?
Topic: Functional Groups, IR Spectroscopy
Section Reference 1: 2.1, 2.15, and 2.16
Difficulty: Hard
155) Which is(are) a 2 alkyl halide?
A) I
B) II
C) I and III
D) I and IV
E) V
Topic: Functional Groups
Section Reference 1: 2.5
Difficulty: Easy
156) Which is(are) a 1 alkyl halide?
A) I
B) II
C) I and III
D) IV and V
E) V
Topic: Functional Groups
Section Reference 1: 2.5
Difficulty: Easy
157) Which compound contains a tertiary alkyl halide?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.5
Difficulty: Medium
158) Which compound contains a secondary alkyl halide?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.5
Difficulty: Medium
159) Which of these compounds is a primary alkyl chloride?
A) CH3CH2CH2CH2CH2Cl
B)
C)
D) (CH3)2CHCHClCH3
E) Two of these choices.
Topic: Functional groups
Section Reference 1: 2.5
Difficulty: Medium
160) Which of these compounds is a tertiary alkyl chloride?
A) CH3CH2CH2CH2CH2Cl
B)
C)
D) (CH3)2CHCHClCH3
E) Two of these choices.
Topic: Functional groups
Section Reference 1: 2.5
Difficulty: Medium
161) Which compound listed below is a primary alcohol?
A)
B)
C)
D) CH3CH2CH2CH2OH
E) Two of these choices.
Topic: Functional groups
Section Reference 1: 2.6
Difficulty: Easy
162) Which compound listed below is a tertiary alcohol?
A)
B)
C)
D) CH3CH2CH2CH2OH
E) Two of these choices.
Topic: Functional groups
Section Reference 1: 2.6
Difficulty: Easy
163) Which compound is a secondary alcohol?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.6
Difficulty: Medium
164) Which compound is an ether?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.6
Difficulty: Medium
165) Which compound is a tertiary amine?
A) CH3CH2CH2NH2
B)
C)
D)
E)
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
166) Which compound is a primary amine?
A) CH3CH2CH2NH2
B)
C)
D)
E) Two of these choices.
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
167) Which is a 2 amine?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
168) Which is an amide?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
169) An example of a secondary amine is:
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.8
Difficulty: Easy
170) Which compound is an alcohol?
A)
B)
C)
D)
E)
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Easy
171) Which compound is an amide?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Easy
172) Which compound is a ketone?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Easy
173) Which compound is an ester?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Easy
174) Which compound is an alcohol?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.9
Difficulty: Easy
175) Many organic compounds contain more than one functional group. Which of the following is/are both a ketone and an ether?
A) I
B) II, IV
C) V
D) I, V
E) IV
Topic: Functional Groups
Section Reference 1: 2.7 and 2.9
Difficulty: Easy
176) Which is an ester?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Easy
177) Which compound is an amide?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Easy
178) Which compound is an alcohol?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.10
Difficulty: Easy
179) Which compound can be classified as an ester as well as an aldehyde?
A) I
B) II
C) III
D) IV
E) V
Topic: Functional groups
Section Reference 1: 2.9 and 2.10
Difficulty: Medium
180) Which compound would you expect to have the lowest boiling point?
A) n-Butyl alcohol
B) Isobutyl alcohol
C) sec-Butyl alcohol
D) tert-Butyl alcohol
E) Diethyl ether
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
181) Of the following compounds, the one with the lowest boiling point is:
A) CH3CH3
B) CH3CH2Cl
C)
D) CH3CH2OH
E) CH3CH2OCH2CH3
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Easy
182) Which compound would you expect to have the lowest boiling point?
A) ethyl alcohol
B) ethyl amine
C) chloroethane
D) water
E) ethane
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium
183) Which of these would you expect to have the highest boiling point?
A) CH3CH2CH2OH
B)
C) CH3OCH2CH3
D) CH3CH2CH2CH2OH
E) CH3CH2OCH2CH3
Topic: Intermolecular forces
Section Reference 1: 2.13
Difficulty: Medium