Organic Chemistry 11th Edition by Solomons Fryhle Snyder Test Bank

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Organic Chemistry 11th Edition by Solomons Fryhle Snyder Test Bank

Description

 

COMPLETE TEST BANK WITH ANSWERS
 
Organic Chemistry 11th Edition by Solomons Fryhle Snyder Test Bank
 
SAMPLE QUESTIONS

 

Package title: Solomons Test Bank

Course Title: Solomons 11e

Chapter Number: 2

 

 

 

 

Question type: Multiple choice

 

 

 

 

1) Which of the following compounds contains polar covalent bonds?

 

  1. CS2
  2. LiF
  3. F2
  4. CH3F
  5. None of these choices.

 

Answer: D

 

Topic: Polar Covalent Bonds

Section Reference 1: 2.2

Difficulty: Easy

 

 

 

 

  • Which molecule does not have a dipole moment?

 

F

 

  1. F

 

F    F

 

 

F

 

C)

 

 

  1. F

 

  1. None of these choices.

 

Answer: D

 

Topic: Molecular geometry, polarity

Section Reference 1: 2.3

 

 

 

1

 

Difficulty: Easy

 

 

 

 

3) Of the following solvents which one does not have a zero dipole moment?

 

  1. Pentane
  2. Cyclohexane
  3. Diethyl ether
  4. Cyclopentane
  5. None of these choices.

 

Answer: C

 

Topic: Molecular geometry, polarity

Section Reference 1: 2.3

Difficulty: Easy

 

 

 

 

4) Which molecule has a zero dipole moment?

 

  1. CH3Cl
  2. CH2Cl2
  3. CHCl3
  4. CCl4

 

  1. None of these choices.

 

Answer: D

 

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

  • H

 

  1. HF

 

  1. :NF3

 

 

 

 

 

 

2

 

  • F

 

 

  1. HH

 

  1. CH2F2

 

Answer: B

 

Topic: Molecular geometry, dipole moment

Section Reference 1: 2.3

Difficulty: Easy

 

 

 

 

6) Which molecule has a dipole moment greater than zero?

 

F              F

 

A) H       H
F       H
B) F       H
     
     
  • H

 

  1. HF

 

  1. More than one of these choices.
  2. None of these choices.

 

Answer: D

 

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) ?

 

  1. CBr4
  2. cis-1,2-Dibromoethene
  3. trans:-1,2-Dibromoethene

 

  1. 1,1-Dibromoethene
  2. More than one of these choices.

 

Answer: E

 

Topic: Molecular geometry, dipole moment

 

 

3

 

Section Reference 1: 2.3

Difficulty: Medium

 

 

 

 

  • For a molecule to possess a dipole moment, which following condition is necessary but not sufficient?

 

  1. three or more atoms in the molecule
  2. presence of one or more polar bonds
  3. a non-linear structure
  4. presence of oxygen or fluorine
  5. absence of a carbon-carbon double or triple bond

 

Answer: B

 

Topic: Molecular geometry, polarity

Section Reference 1: 2.3

Difficulty: Medium

 

 

 

 

9) Which molecule has a zero dipole moment?

 

  1. SO2
  2. CO2

 

  1. CO
  2. CHCl3
  3. None of these choices.

 

Answer: B

 

Topic: Molecular geometry, polarity

Section Reference 1: 1.5 and 2.3

Difficulty: Easy

 

 

 

 

10) Which molecule has a zero dipole moment?

 

  1. CO2
  2. CH4
  3. CH3CH3

 

 

 

 

 

4

 

  1. All of these choices. Answer: E

Topic: Molecular geometry, polarity

Section Reference 1: 1.5 and 2.3

Difficulty: Easy

 

 

 

 

11) Which molecule has a dipole moment of zero?

 

  1. CHCl3
  2. CH2Cl2
  3. ClHC=CH2
  4. trans-ClHC=CHCl
  5. None of these choices.

 

Answer: D

 

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?

 

  1. BeCl2
  2. BCl3
  3. CO2
  4. H2O
  5. CCl4

 

Answer: D

 

Topic: Molecular geometry, polarity

Section Reference 1: 1.5 and 2.3

Difficulty: Medium

 

 

 

 

13) A non-zero dipole moment is exhibited by:

 

  1. SO2
  2. CO2

 

 

 

5

 

  1. CCl4
  2. BF3

 

Cl              Cl

 

  1. E) Cl Cl

 

Answer: A

 

Topic: Molecular geometry, polarity

Section Reference 1: 1.5, 1.6 and 2.3

Difficulty: Medium

 

 

 

 

  • Of the following common organic solvents which one is predicted to have the smallest dipole moment?

 

  1. Chloroform, CHCl3
  2. Acetone, (CH3) 2CO
  3. Dimethylsulfoxide, (CH3) 2SO
  4. Acetonitrile, CH3CN
  5. Methanol, CH3OH

 

Answer: A

 

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?

 

Cl

 

A)

 

Cl               Cl

 

B)

 

Cl

 

 

  1. C) Cl

 

 

 

 

 

6

 

Cl               Cl

 

  1. D) Cl

 

  1. None of these choices have dipole moments equal to zero. Answer: C

Topic: Molecular geometry, Polarity

Section Reference 1: 2.3

Difficulty: Easy

 

 

 

 

  • What alkyl groups make up the following ether?

 

O

 

 

  1. ethyl and phenyl
  2. propyl and benzyl
  3. ethyl and benzyl
  4. propyl and phenyl
  5. None of these choices.

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.4

 

Difficulty: Easy

 

 

 

 

17) What alkyl groups make up the following ketone?

 

Ph

 

O

 

  1. Phenyl, pentyl
  2. Hexyl, phenyl
  3. Benzyl, hexyl
  4. Benzyl, heptyl
  5. None of these choices.

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.4

 

 

7

 

Difficulty: Medium

 

 

 

 

18) What alkyl groups make up the following ether?

 

 

 

  1. Isobutyl and methyl
  2. Methyl and butyl
  3. Ethyl and isopropyl
  4. Methyl and sec-butyl
  5. None of these choices.

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.4

Difficulty: Easy

 

 

 

 

  • What alkyl groups make up the following ether?

 

O

 

 

  1. isobutyl and propyl
  2. propyl and butyl
  3. ethyl and isopropyl
  4. propyl and sec-butyl

 

  1. None of these choices.

 

Answer: A

 

Topic: Functional groups

Section Reference 1: 2.4

Difficulty: Easy

 

 

 

 

20) What alkyl group is attached to the oxygen in the following ester?

 

O

 

O

 

 

 

 

8

 

  1. ethyl
  2. propyl
  3. sec-propyl
  4. isopropyl
  5. None of these choices.

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.4

Difficulty: Easy

 

 

 

21) What alkyl groups make up the following 3o amine?

 

 

 

N

 

 

 

  1. sec-butyl, ethyl, propyl

 

  1. isobutyl, isopropyl, ethyl
  2. sec-butyl, ethyl, isopropyl
  3. butyl, ethyl, propyl
  4. None of these choices.

 

Answer: A

 

Topic: Functional groups

Section Reference 1: 2.4

Difficulty: Easy

 

 

 

 

22) What alkyl groups are attached to the benzene ring in the following example?

H3CH2CH2C

 

 

 

 

  1. ethyl, butyl
  2. ethyl, isobutyl
  3. propyl, sec-butyl
  4. propyl, butyl
  5. None of these choices.

 

 

 

 

9

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.4

Difficulty: Easy

 

 

 

  • What common group is attached to both the ether and 3o amine in the following molecule?

OCH2C6H5

 

NBn

 

  1. benzyl
  2. phenyl
  3. heptyl
  4. ethyl
  5. None of these choices.

 

Answer: A

 

Topic: Functional groups

Section Reference 1: 2.4

Difficulty: Medium

 

 

 

 

  • What group makes up the following aldehyde (benzaldehyde) ? C6H5CHO

 

  1. benzyl
  2. phenyl
  3. heptyl
  4. ethyl
  5. None of these choices.

 

Answer: B

 

Topic: Functional groups

Section Reference 1: 2.4

Difficulty: Medium

 

 

 

 

  • What functional group is present in the following compound?

 

 

 

 

10

 

 

 

Br

 

  1. 1o alkyl halide
  2. 2o alcohol

 

  1. 2o alkyl halide

 

  1. 1o amine

 

  1. 3o alkyl halide

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.5

Difficulty: Easy

 

 

 

 

26) Which is a 3  alkyl halide?

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: B

 

Topic: Functional Groups

Section Reference 1: 2.5

Difficulty: Easy

 

 

 

 

 

11

 

 

27) Which compound(s) contain(s) tertiary carbon atom(s) ?

 

F

 

I                                  II                              III

 

Br

OH

 

OH

 

IV                                     V

 

  1. I, II, III
  2. I
  3. II, III

 

  1. I, IV
  2. V

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.5

Difficulty: Medium

 

 

 

 

28) Which of these compounds is a secondary alkyl chloride?

 

  1. CH3CH2CH2CH2CH2Cl CH3

CH3CCH2CH3

 

  1. Cl

CH3CHCH2CH2CH3

 

  1. Cl

 

  1. (CH3) 2CHCHClCH3
  2. Two of these choices.

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.5

Difficulty: Medium

 

 

 

 

  • How many 2 alkyl bromides, neglecting stereoisomers, exist with the formula C6H13Br?

 

 

12

 

 

  1. 4
  2. 5
  3. 6
  4. 7
  5. 8

 

Answer: C

 

Topic: Functional groups, Isomerism

Section Reference 1: 1.3 and 2.5

Difficulty: Medium

 

 

 

 

  • The number of unique open-chain structures corresponding to the molecular formula C3H5Cl

is:

 

  1. 2
  2. 3
  3. 4
  4. 5
  5. 6

 

Answer: C

 

Topic: Isomers

Section Reference 1: 1.3 and 2.5

Difficulty: Medium

 

 

 

 

31) Which compound listed below is a secondary alcohol?

 

CH3CHCH2CH3

 

  1. OH

CH3CHCH2OH

 

  1. CH3 CH3

 

CH3COH

  1. CH3

 

  1. CH3CH2CH2CH2OH
  2. CH3CH2CH2OCH3

 

 

 

13

 

 

Answer: A

 

Topic: Functional groups

Section Reference 1: 2.6

Difficulty: Easy

 

 

 

 

32) What functional group is present in the following compound?

 

HO

 

 

 

 

  1. 1o alcohol
  2. ether
  3. 2o alcohol

 

  1. ester
  2. 3o alcohol

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.6

Difficulty: Easy

 

 

 

 

33) Which compound is a tertiary alcohol?

 

CH3 OH HO
H3CH2C  O
   
CH3    
I II III
  O OH

 

 

IV                                   V

 

  1. I
  2. II
  3. III
  4. IV

 

 

14

 

  1. V Answer: E

 

Topic: Functional groups

Section Reference 1: 2.6

Difficulty: Medium

 

 

 

 

34) What functional group(s) is/are present in the following compound?

 

OH

 

 

 

 

  1. alkyne and 2o alcohol
  2. alkyne and 1o alcohol

 

  1. 2o alcohol and alkene

 

  1. nitrile and 1o alcohol

 

  1. alkene and 2o alcohol

 

Answer: A

 

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?

 

Cl   Cl

 

I                                   II                                III

 

OH

 

HO

 

IV                                  V

 

  1. I
  2. II, IV
  3. III, V
  4. IV
  5. All of these choices.

 

Answer: C

 

 

15

 

 

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?

 

Cl

 

OH

 

  1. 1o alcohol and 2o alkyl chloride
  2. ether and 2o alcohol

 

  1. 1o alkyl chloride and 1o alcohol

 

  1. 1o alkyl chloride and 2o alcohol

 

  1. None of these choices.

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.5 and 2.6

Difficulty: Easy

 

 

 

 

37) How many constitutional isomers are possible with the formula C4H10O?

 

  1. 3
  2. 4
  3. 5
  4. 6
  5. 7

 

Answer: E

 

Topic: Functional groups, Isomerism

Section Reference 1: 1.3, 2.6, and 2.7

Difficulty: Easy

 

 

 

 

  • Which compound is a secondary amine? A) CH3CH2CH2NH2

 

 

 

16

 

CH3CHCH3

 

  1. NH2 CH3CH2NH

 

  1. CH3

 

H3C  N  CH3

 

  1. CH3

CH3CH2CHNH2

 

  1. CH3

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.8

Difficulty: Easy

 

 

 

 

39) Which compound is a primary amine with the formula C5H13N?

 

H2N

 

NH            H2N

 

I                           II                         III

 

N  NH2

 

IV                         V

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.8

Difficulty: Easy

 

 

 

 

 

 

 

17

 

40) What functional group is present in the following compound?

 

 

N

H

 

  1. 1o alkyl bromide
  2. 2o amine

 

  1. nitrile
  2. 1o amine

 

  1. 3o amine

 

Answer: B

 

Topic: Functional groups

Section Reference 1: 2.8

Difficulty: Easy

 

 

 

 

41) What functional group is present in the following compound?

 

 

N

 

 

 

  1. 1o alkyl bromide
  2. 2o amine

 

  1. nitrile
  2. 1o amine

 

  1. 3o amine

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.8

Difficulty: Easy

 

 

 

 

42) Which is a 3  amine?

 

 

 

 

 

 

 

 

 

 

18

 

H2N   NH2
  NH
I II III

 

 

O  NH2

 

N

 

 

IV                                    V

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.8

Difficulty: Easy

 

 

 

 

43) What functional groups are present in nicotine, an addictive substance found in tobacco?

 

 

 

 

 

 

  1. A) two tertiary amines
  2. two secondary amines
  3. phenyl ring and tertiary amine
  4. secondary and tertiary anime
  5. none of these choices

 

Answer: A

 

Topic: Functional groups

Section Reference 1: 2.8

Difficulty: Easy

 

 

 

 

 

 

19

 

44) An example of a tertiary amine is:

  H  
NH2 N H2N
 
I II III
NH2   N

 

IV                               V

 

 

 

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.8

Difficulty: Easy

 

 

 

 

  • What functional group(s) is/are present in the following compound?

 

NCH3

 

O

 

  1. ether and 2o amine
  2. ester and 3o amine

 

  1. 3o amine

 

  1. 3o amine and ether

 

  1. None of these choices.

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.7 and 2.8

Difficulty: Easy

 

 

 

 

46) Which compound is a ketone?

 

 

20

 

 

O

C   OH

  1. A) H

 

O

 

  1. CH3CCH2CH3 O
  2. HCOCH3

O

C    H

  1. H H3C

 

CH OH

 

  1. H3C

 

Answer: B

 

Topic: Functional groups

Section Reference 1: 2.9

Difficulty: Easy

 

 

 

 

47) Which compound is an aldehyde?

 

O                                  O                               O

 

NH         O

 

 

I                                   II                              III

 

 

 

O

 

 

OH

 

IV                                          V

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

 

 

21

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.9

Difficulty: Easy

 

 

 

 

48) What functional group is present in the following compound?

 

 

 

 

CHO

 

  1. alcohol
  2. ketone
  3. aldehyde
  4. ester
  5. ether

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.9

Difficulty: Medium

 

 

 

 

49) What functional group is present in the following compound?

 

COCH3

 

  1. alcohol
  2. ketone
  3. aldehyde
  4. ester
  5. ether

 

Answer: B

 

Topic: Functional groups

Section Reference 1: 2.9

Difficulty: Medium

 

 

 

 

22

 

 

 

 

50) What functional group(s) is/are present in the following compound?

 

 

 

OHC

 

  1. Ketone and alkene
  2. Ketone and alkyne
  3. Aldehyde and alkene
  4. Aldehyde and alkyne
  5. 1o alcohol and alkene

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.1 and 2.9

Difficulty: Medium

 

 

 

 

  • The compound below is an adrenocortical hormone called cortisone. Which functional group is not present in cortisone?

OH

 

O

 

O  OH

 

 

 

O

 

  1. 1 alcohol
  2. Ketone

 

  1. 3 alcohol

 

  1. Carboxylic acid
  2. Alkene

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, and 2.9

Difficulty: Easy

 

 

 

 

  • Which functional groups are present in the following compound? 23

 

OH                   O

 

H

 

 

  1. Alkene, 1 alcohol, ketone
  2. Alkene, 2 alcohol, aldehyde
  3. Alkene, 2 alcohol, ketone
  4. Alkyne, 1 alcohol, aldehyde
  5. Alkyne, 2 alcohol, ketone

 

Answer: B

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, and 2.9

Difficulty: Easy

 

 

 

 

53) The compound shown below is the male sex hormone, testosterone.

OH

O

 

 

 

O

 

In addition to a cycloalkane skeleton, testosterone also contains the following functional groups:

 

  1. Alkene, ester, tertiary alcohol
  2. Alkene, ether, secondary alcohol
  3. Alkene, ketone, secondary alcohol
  4. Alkyne, ketone, secondary alcohol
  5. Alkene, ketone, tertiary alcohol

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, and 2.9

Difficulty: Easy

 

 

 

 

  • The compound shown below is a synthetic estrogen. It is marketed as an oral contraceptive under the name Enovid.

 

 

 

 

 

 

 

24

 

OH

 

 

 

 

O

 

In addition to an alkane (actually cycloalkanE) skeleton, the Enovid molecule also contains the following functional groups:

 

  1. Ether, alcohol, alkyne
  2. Aldehyde, alkene, alkyne, alcohol
  3. Alcohol, carboxylic acid, alkene, alkyne
  4. Ketone, alkene, alcohol, alkyne
  5. Amine, alkene, ether, alkyne

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, and 2.9

Difficulty: Medium

 

 

 

 

  • Many organic compounds contain more than one functional group. Which of the following is/are both an aldehyde and an ether?

 

OO    O

 

O           O                                         O

 

I                          II                              III

 

O O O
OCH3
   
    O

IV                                  V

 

  1. I
  2. II, IV
  3. V
  4. I, V
  5. III

 

Answer: A

 

Topic: Functional Groups

Section Reference 1: 2.7 and 2.9

Difficulty: Easy

 

 

 

25

 

 

 

56) Which is a carboxylic acid?

 

  OH O
   
    OH
O O O
I II III

 

O

 

O                                       O

 

OH

 

IV                                    V

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.10

Difficulty: Easy

 

 

 

 

57) What functional group(s) is/are present in the following compound?

CO2H

 

  1. 1o alcohol and ketone
  2. carboxylic acid
  3. ester
  4. 1o alcohol and aldehyde

 

  1. alcohol

 

Answer: B

 

Topic: Functional groups

Section Reference 1: 2.10

Difficulty: Medium

 

 

 

 

26

 

 

 

58) What functional group(s) is/are present in the following compound?

HO2C

 

 

  1. 1o alcohol and ketone
  2. ester
  3. carboxylic acid
  4. 1o alcohol and aldehyde

 

  1. alcohol

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.10

Difficulty: Medium

 

 

 

 

59) Which functional group is not contained in prostaglandin E1?

 

  H O
O OH
 
   
HO H    H  OH  
H  

 

Prostaglandin E1

 

  1. Ketone

 

  1. 2 alcohol

 

  1. 3 alcohol

 

  1. Carboxylic acid
  2. Alkene

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, 2.9, and 2.10

Difficulty: Medium

 

 

 

 

  • What functional group(s) is/are present in the following compound?

 

 

 

 

27

 

O

 

O

 

  1. ether and ketone
  2. carbonyl and ether
  3. carboxylic acid and ether
  4. ester
  5. 1o alcohol

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.10

Difficulty: Easy

 

 

 

 

61) Which compound is an ester?

 

O                                  O                               O

 

NH           O

 

 

I                                   II                              III

 

 

 

O

 

 

OH

 

IV                                          V

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.10

Difficulty: Easy

 

 

 

 

28

 

 

 

62) What functional group is present in the following compound?

CO2CH3

 

  1. alcohol
  2. ketone
  3. aldehyde
  4. ester
  5. ether

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.10

Difficulty: Medium

 

 

 

 

  • What functional group(s) is/are present in the following compound?

 

CO2CH2CH3

 

OH

 

  1. Ketone and 1o alcohol
  2. Ether and alcohol
  3. Ester and ether
  4. Ester and 1o alcohol

 

  1. 1o alcohol and aldehyde

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.6 and 2.10

Difficulty: Medium

 

 

 

 

  • Which compound can be classified as an ester as well as a ketone?

 

 

 

 

 

 

 

 

 

 

29

 

O   O   O
O   O
O O
I II III
O O O
OH
O  
  OH
   

 

IV                                        V

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.9 and 2.10

Difficulty: Medium

 

 

 

 

  • 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?

 

N

 

O

 

O        OH

 

Atropine

 

  1. Amine
  2. Ester
  3. Alcohol
  4. Benzene Ring
  5. Ketone

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, 2.8, and 2.10

Difficulty: Hard

 

 

 

30

 

 

 

 

 

66) What functional group(s) is/are present in the following compound?

 

HO    O

 

NHCH3

 

  1. 1o alcohol and 2o amine
  2. amide and 2o alcohol

 

  1. nitrile and 1o alcohol

 

  1. 2o amide and ether

 

  1. None of these choices.

 

Answer: E

 

Topic: Functional groups

Section Reference 1: 2.6 and 2.10

Difficulty: Medium

 

 

 

 

  • Many bacterial cells will 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?

 

 

 

 

 

 

 

 

  1. A) Amine to ether
  2. Amine to ester
  3. Amide to ester
  4. Amide to ether
  5. None of these choices.

 

Answer: C

 

Topic: Functional Groups

Section Reference 1: 2.10

Difficulty: Medium

 

 

 

 

  • The compound shown below is a substance called Capsaicin, found in varying 31

 

 

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?

 

O

O

N

H

 

OH

 

Capsaicin

 

  1. Alkene, ketone, amine, alcohol, ester
  2. Alkene, ketone, alcohol, ether
  3. Alkene, amine, phenol, ether
  4. Ether, phenol, alkene, amide
  5. Ester, phenol, alkene, amide

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, 2.7, and 2.10

Difficulty: Medium

 

 

 

 

  • The compound aspartame is a dipeptide that is often used as a sugar substitute. Which functional groups are present in aspartame?

 

 

 

 

 

 

 

 

 

  1. A) carboxylic acid, secondary amine, ketone, ester
  2. alcohol, secondary amine, ketone, ester
  3. carboxylic acid, ester, amide, secondary amine
  4. ester, amide, secondary amine, ketone, carboxylic acid e) none of these choices

 

Answer: D

 

Topic: Functional groups

Section Reference 1: 2.1, 2.6, 2.7, and 2.10

Difficulty: Medium

 

 

 

 

  • What functional group(s) is/are present in the following compound? 32

 

 

NCNHCH3

 

  1. 1o amine and 2o amine
  2. amide and 2o amine

 

  1. 2o amine and nitrile

 

  1. nitrile and 1o amine

 

  1. amide and nitrile

 

Answer: C

 

Topic: Functional groups

Section Reference 1: 2.8 and 2.11

Difficulty: Medium

 

 

 

 

71) The strongest of attractive forces is which type?

 

  1. Dispersion forces
  2. Ion-dipole
  3. Dipole-dipole
  4. Cation-anion
  5. Hydrogen bonds

 

Answer: D

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

72) Which of these is the weakest of the intermolecular attractive forces taken individually?

 

  1. Ion-ion
  2. Dispersion forces
  3. Dipole-dipole
  4. Covalent bonding
  5. Hydrogen bonding

 

Answer: B

 

Topic: Intermolecular forces

Section Reference 1: 2.13

 

 

 

33

 

Difficulty: Easy

 

 

 

 

73) Which compound would you expect to have the highest melting point?

 

  1. n-Butyl alcohol
  2. Isobutyl alcohol
  3. sec-Butyl alcohol
  4. tert-Butyl alcohol
  5. Diethyl ether

 

Answer: D

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

  • Which of the following is not found in the following substance? CH3CH2CH2CH2CH2OH

 

  1. Ion-ion
  2. Dispersion forces
  3. Dipole-dipole

 

  1. Covalent bonding
  2. Hydrogen bonding

 

Answer: A

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

75) Which alkane is predicted to have the highest melting point of those shown?

 

  1. CH3CH2CH2CH3 CH3CHCH3
  2. CH3
  3. CH3CH2CH2CH2CH3

 

 

 

 

 

 

34

 

CH3CHCH2CH3

 

  1. CH3 CH3

CH3CCH3

 

  1. CH3

 

Answer: E

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

76) What intermolecular forces hold base pairs together in DNA?

 

  1. Ion-ion
  2. Dipole-dipole
  3. Hydrogen bonds
  4. Dispersion forces
  5. Covalent bonds

 

Answer: C

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

  • Which compound would you expect to have the lowest boiling point?

 

  1. A) NH2

 

 

 

B)

 

 

 

C)

NH2

 

 

H

 

N

 

 

 

D)

N

 

 

 

 

 

 

35

 

 

  1. NH2

 

Answer: D

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

78) Which of these compounds would have the highest boiling point?

 

  1. CH3OCH2CH2CH2OCH3
  2. CH3CH2OCH2CH2OCH3
  3. CH3CH2OCH2OCH2CH3 CH3OCH2CHOCH3
  4. CH3

 

  1. HOCH2CH2CH2CH2CH2OH

 

Answer: E

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

79) Which compound would have the highest boiling point?

 

  1. CH3CH2CH2CH2CH2CH3
  2. CH3CH2OCH2CH2CH3
  3. CH3CH2CH2CH2CH2OH
  4. CH3CH2OCH(CH3) 2
  5. CH3OCH2CH2CH2CH3

 

Answer: C

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

 

 

 

36

 

80) Of the following compounds, the one with the highest boiling point is:

 

  1. CH3CH3
  2. CH3CH2Cl CH3C=O

 

  1. H

 

  1. CH3CH2OH
  2. CH3CH2OCH2CH3

 

Answer: D

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

81) Which compound would you expect to have the highest boiling point?

 

  1. ethane
  2. ethene
  3. ethyne
  4. bromoethane
  5. methane

 

Answer: D

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

82) Which compound would you expect to have the highest boiling point?

 

  1. ethyl alcohol
  2. ethyl amine
  3. chloroethane
  4. water
  5. ethane

 

Answer: D

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

37

 

 

 

 

 

83) Which of these would you expect to have the lowest boiling point?

 

  1. CH3CH2CH2OH CH3CHCH3

 

  1. OH

 

  1. CH3OCH2CH3
  2. CH3CH2CH2CH2OH
  3. CH3CH2OCH2CH3

 

Answer: C

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

84) Which compound would you expect to have the lowest boiling point?

 

O

 

  1. NH2 H

N

 

  1. O

 

O

 

N

 

C)

 

NH2

 

  1. O

 

O    N

  1. E) H

 

Answer: C

 

Topic: Intermolecular forces

 

 

 

38

 

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

85) Which compound would you expect to have the highest boiling point?

 

  1. CH3OCH2CH2OCH3
  2. CH3OCH2OCH2CH3
  3. HOCH2CH2CH2CH2OH
  4. CH3OCH2CH2CH2OH
  5. (CH3O) 2CHCH3

 

Answer: C

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

86) Which compound would have the lowest boiling point?

 

OH

 

O                   OH

 

I                                    II                                       III

 

 

OH

 

OH

 

IV                                   V

 

  1. I
  2. II
  3. III
  4. IV
  5. V

 

Answer: A

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Medium

 

 

 

 

 

39

 

 

  • The solid alkane CH3(CH2) 18CH3 is expected to exhibit the greatest solubility in which of the following solvents?

 

  1. CCl4
  2. CH3OH
  3. H2O
  4. CH3NH2
  5. HOCH2CH2OH

 

Answer: A

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

  • The following substance is expected to have the lowest solubility in which of the following solvent(s) ?

 

O Na

 

O

 

  1. CCl4
  2. C2H5OH
  3. CHCl3
  4. CH2OHCH2CH2CH2CH2CH2OH
  5. The given substance is likely to be quite soluble in all of the solvents described.

 

Answer: A

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

  • The compound NaOH is barely soluble in ethanol. The addition of which of the following solvents to ethanol would greatly increase its solubility of NaOH?

 

  1. H2O
  2. Et2O
  3. CH2Cl2
  4. Benzene
  5. All of these choices.

 

 

 

40

 

Answer: A

 

Topic: Intermolecular forces

Section Reference 1: 2.13

Difficulty: Easy

 

 

 

 

  • For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions) ?

CHO

 

  1. a peak around 1700 cm-1
  2. a peak around 3300 cm-1

 

  1. only normal alkane absorptions
  2. a peak around 2250 cm-1

 

  1. None of these choices.

 

Answer: A

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Easy

 

 

 

 

  • For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions) ?

 

 

 

 

 

  1. a peak around 1700 cm-1
  2. a peak around 3300 cm-1

 

  1. a peak around 1650 cm-1

 

  1. a peak around 2250 cm-1

 

  1. None of these choices.

 

Answer: C

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Easy

 

 

 

 

41

 

 

 

92) The IR spectrum of which type of compound will not show evidence of hydrogen bonding?

 

  1. Aldehyde
  2. Alcohol
  3. Carboxylic acid
  4. Phenol
  5. Primary amine

 

Answer: A

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Easy

 

 

 

 

  • The IR spectrum of which type of compound generally exhibits evidence of hydrogen bonding?

 

  1. Aldehyde
  2. Carboxylic acid
  3. Alkene
  4. Ester
  5. Ketone

 

Answer: B

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Easy

 

 

 

 

  • IR evidence for the presence of the C=C would be most difficult to detect in the case of which of these alkenes?

 

 

 

 

 

 

 

 

 

42

 

 

Answer: D

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Easy

 

 

 

  • 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?

 

  1. an alcohol
  2. a carboxylic acid
  3. an ether
  4. a ketone
  5. an aldehyde

 

Answer: B

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Medium

 

 

 

 

  • For the functional group(s) on the following molecule what characteristic IR absorption(s) would be expected (ignoring C-H absorptions) ?

CN

 

 

 

 

 

  1. a peak around 1700 cm-1
  2. a peak around 3300 cm-1

 

  1. a peak around 1650 cm-1

 

  1. a peak around 2250 cm-1

 

  1. None of these choices.

 

Answer: D

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Medium

 

 

 

43

 

 

 

 

 

  • For the functional group(s) on the following molecule, what characteristic IR absorption(s) would be expected (ignoring C-H absorptions) ?

 

 

HO

 

  1. peaks around 1700 and 1650 cm-1
  2. peaks around 3300 and 1710 cm-1

 

  1. peaks around 1650 and 3300 cm-1

 

  1. only a peak around 3300 cm-1

 

  1. None of these choices.

 

Answer: C

 

Topic: IR Spectroscopy

Section Reference 1: 2.15 and 2.16

Difficulty: Medium

 

 

 

 

  • For the functional group(s) on the following molecule, what characteristic IR absorption(s) would be expected (ignoring C-H absorptions) ?

 

CO2H

 

  1. peaks around 1700 and 1650 cm-1
  2. a strong broad peak over 3600 to 2

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