compound CH3–CH2–NH–CH3 is an example of a A) ... Which of the following statements concerning cyclic amines is correct? A) ... 7. Many amines, in the

1. The elements present in a tertiary amine with two phenyl groups areA) carbon and nitrogenB) carbon, nitrogen and hydrogenC) carbon, nitrogen and oxygenD) carbon, nitrogen, hydrogen and oxygen

2. The compound CH3–CH2–NH–CH3 is an example of aA) primary amine.B) secondary amine.C) tertiary amine.D) primary amide.

3. Which of the following statements concerning cyclic amines is correct?A) they can never be primary aminesB) they are mostly aromatic compoundsC) they can be primary or secondary amines but never tertiary aminesD) they are only found as naturally-occurring compounds

4. The IUPAC name for the compound

CH3 CH

CH3

CH2 CH

NH2

CH3

isA) 2-methylpentanamine.B) 4-methylpentanamine.C) 2-methyl-4-pentanamine.D) 4-methyl-2-pentanamine.

5. The IUPAC name for the compound isA) 1-amino-3-fluorobenzeneB) m-aminofluorobenzeneC) 3-fluoroanilineD) 1-amino-3-fluoroaniline

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6. The common name for the compound CH3–CH2–CH2–NH2 isA) propylamine.B) N-propylamine.C) aminopropane.D) N-aminopropane.

7. Many amines, in the liquid state, have odors resembling that ofA) garlic.B) raw fish.C) roses.D) skunks.

8. Amines have basic properties because of the presence ofA) a hydroxyl group in such compoundsB) a lone pair of electrons on the nitrogen atomC) a negative charge on the hydrogen atoms attached to nitrogenD) hydrogen atoms on the nitrogen atom that can easily dissociate

9. The amine salt produced from the reaction of ethyl amine with HCl would have the formula

A)

B)

C)

D)

10. Which of the following statements characterizes amine salt solubilities in water?A) more soluble than the parent amineB) lower solubility than the parent amineC) same solubility as the parent amineD) insoluble in water

11. Alkylation of a secondary amine, under basic conditions, will produceA) a secondary amineB) a tertiary amineC) a secondary ammonium salt saltD) a secondary amide

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13. The simplest amine and the simplest amide contain, respectively, how many total atoms?A) 4 and 5B) 5 and 4C) 7 and 6D) 7 and 9

14. The IUPAC name for the compound CH3 CH2 C NH CH3

O

isA) methylbutanamide.B) methylpropanamide.C) 1-methylaminopropanamide.D) N-methylpropanamide.

15. What is the IUPAC name for the amide whose common name is acetamide?A) methylamideB) methanamideC) ethylamideD) ethanamide

16. The structure of urea, the simplest naturally-occurring amide, isA)

B)

C)

D)

12. Which of the following is not an alkaloid?A) atropineB) nicotineC) dopamineD) morphine

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17. How many potential hydrogen bonding sites are present in a primary amide?A) 2B) 3C) 4D) 5

18. A disubstituted amide is also called a A) primary amideB) tertiary amideC) quaternary amideD) secondary amide

19. One of the organic products from the acidic hydrolysis of an amide isA) an amineB) a carboxylic acid saltC) an amideD) a carboxylic acid

20. One of the monomers involved in the production of polyamides isA) a dialcoholB) a dicarboxylic acidC) a diamideD) a diester

21. Which of the following pairings of amine classification and amine name is correct?A) monosubstituted amino group; diisopropylamineB) disubstituted amino group; ethylmethylamineC) primary amine; tert-butylamineD) more than one correct responseE) no correct response

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22. Which of the following amines is paired with an incorrect IUPAC name?A)

B)C)

D) more than one correct responseE) no correct response

23. The word amino would be present in the IUPAC name of which of the following compounds?A)

B)

C)


24. Which of the following compounds contains two nitrogen atoms?A) 1,4-butanediamineB) 2,N-dimethyl-3-pentanamineC) anilineD) more than one correct responseE) no correct response

25. The boiling points of amines are lower than those of alcohols of similar molecular mass becauseA) amines do not contain oxygen.B) amines cannot hydrogen bond to each other.C) N–H hydrogen bonds are weaker than O–H hydrogen bonds.D) more than one correct responseE) no correct response

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26. Which of the following sets of reactants could be used to produce an amine salt?A) ammonia and hydrochloric acidB) diethylammonium chloride and sodium hydroxideC) aniline and sulfuric acidD) more than one correct responseE) no correct response

27. Which of the following sets of reactants could be used to produce a secondary amine?A) alkyl halide + primary amine + NaOHB) disubstituted ammonium salt + NaOHC) monosubstituted amine + NH3


28. Which of the following general types of compounds cannot exist?A) cyclic amineB) aromatic amineC) cyclic amideD) more than one correct responseE) no correct response

29. Which of the following statements concerning the basic behavior of amines and amides is correct?A) Amines but not amides exhibit basic behavior.B) Both amines and amides exhibit basic behavior.C) Amides do not exhibit basic behavior.D) more than one correct responseE) no correct response

30. In which of the following amides is a –NH2 group present?A) acetamideB) N-methylpropanamideC) 2-methylbutanamideD) more than one correct responseE) no correct response

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31. For which of the following pairs of molecules does the first listed molecule possess more hydrogen-bonding sites than the second listed molecule?A) ethanamide and propanamideB) propanamide and N-methylpropanamideC) N,N-dimethylpropanamide and N-methylpropanamideD) more than one correct responseE) no correct response

32. Under which of the following conditions would hydrolysis of an amide produce an amine as one of the products?A) acidic conditionsB) basic conditionsC) neutral conditionsD) more than one correct responseE) no correct response

33. Which of the following statements about nylon polymers is correct?A) They are condensation polymers.B) They are polyamines.C) Monomers for their production are diamines and dialcohols.D) more than one correct responseE) no correct response

34. Constitutional isomerism is possible between members of which of the following types of compounds?A) amines and amidesB) amides and carboxylic acidsC) primary amines and secondary aminesD) more than one correct responseE) no correct response

35. For which of the following types of compounds will four constitutional isomers exist?A) unsaturated three-carbon amineB) unsaturated three-carbon amideC) unsaturated four-carbon amineD) more than one correct responseE) no correct response

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Use the following to answer questions 36-45:

In each of the following multiple-choice questions, characterize EACH of the three given statements as being TRUE or FALSE and then indicate the collective true-false status of the statements using the choicesa) All three statements are true.b) Two of the three statements are true.c) Only one of the statements is true.d) None of the statements is true.

36. Statements: (1) Unsubstituted amines are carbon-hydrogen-nitrogen compounds.(2) Amides, like amines, exhibit basic properties in aqueous solution.(3) In a quaternary ammonium ion, all four groups attached to the nitrogen atom are organic groups.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

37. Statements: (1) Tert-butylamine is a primary amine.(2) Most unsubstituted amides are solids at room temperature.(3) Several important neurotransmitters in the human body are primary amines.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

38. Statements: (1) Reaction of an amine with water produces a substituted ammonium ion.(2) Aniline and m-chloroaniline contain the same number of hydrogen atoms.(3) The monomers needed to produce a polyamide are a diacid and a diamine.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

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39. Statements: (1) The compound ethylammonium chloride is an amine salt.(2) Amides, like amines, can be classified as primary, secondary, and tertiary.(3) The methylamines are gases at room temperature and pressure and have “fishy” odors.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

40. Statements: (1) The boiling points of amines are lower than those of corresponding alcohols because N-H hydrogen bonds are stronger than O-H hydrogen bonds.(2) The “parent” amine for the amide N,N-diethylbenzamide is diethylamine.(3) Cyclic amide structures are not possible.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

41. Statements: (1) The reaction of an amine with water produces a basic solution.(2) Acetamide is a one-carbon amide and ethanamide is a two-carbon amide.(3) The most common type of polyamide is a polyurethane.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

42. Statements: (1) Acidic hydrolysis of an amide produces an acid salt and an amine.(2) The amide urea contains more nitrogen atoms than carbon atoms.(3) All cyclic amines are heterocyclic compounds that are either 10 or 20 amines.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

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43. Statements: (1) In the presence of a strong base, a primary amine can be converted to a secondary amine by reaction with an alkyl halide.(2) Morphine, codeine, and heroin are all naturally-occurring alkaloids.(3) Two -NH2 groupings are present in each of the compounds 1,4-butanamine and 3-aminobutanamide.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

44. Statements: (1) The compounds 1-butanamine and butanamide are constitutional isomers.(2) The reaction of a carboxylic acid with ammonia produces a primary amine.(3) In the hydrolysis of an amide, a carbon-nitrogen single bond is broken.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.

45. Statements:(1) Caffeine is a central nervous system stimulant whose mode of action is enzyme inhibition.(2) Theobromine is an alkaloid found in chocolate.(3) Acetaminophen is a substituted acetamide whose structure includes a benzene ring.A) All three statements are true.B) Two of the three statements are true.C) Only one of the statements is true.D) None of the statements is true.


For each of the compounds, select a correct classification from the response list. Responses may be used more than once or need not be used at all.a) primary amineb) secondary aminec) primary amided) secondary amide

46. CH3 CH2 NH CH3

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47.

CH2 C NH CH3CH3

O

48.NH2

49.

NH

50.

NH

O


For each of the compound types, select from the response list the number of carbon atoms present in the simplest compound of that type. Responses may be used more than once or need not be used at all.a) 1 carbon atomb) 2 carbon atomsc) 3 carbon atomsd) 4 carbon atoms

51. 1º amine

52. 2º amine

53. 3º amine

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54. 1º amide

55. 2º amide


For each of the compounds, choose from the response list a correct comment concerning its IUPAC name. Responses may be used more than once or need not be used at all.

a) name ends in diamineb) name contains the term aminoc) name contains no numbersd) name contains one number

56.CH3 CH NH CH3

CH3

57. CH2 CH2 NH2H2N

58. CH2 CH2 OHH2N

59.NH2

Cl

60.NH CH3

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general formula for alkenes is A. CnH2n+2 B. C2nH2n C. CnHn+2 D. CnH2n E. CnH2n-2

61. The

62. The general formula of an alkane is A. CnH2n B. CnH2n+2 C. CnH2n-2 D. CnH2n+4 E. CnH2n-4

63. Which one of these formulas is that of an unsaturated hydrocarbon? A.

64. Which of these molecules is unsaturated? A. C3H8 B. CH3OH C. C5H10 D. CH4 E. C4H10

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alcohol. D. an unsaturated hydrocarbon. E. a CFC.

65. The formula represents A. an alkane. B. an alkyne. C. an

66. Which one of these hydrocarbons does not have isomers? A. C7H16 B. C6H14 C. C5H10 D. C4H8 E. C3H8

67. How many structural isomers are there of C4H10? A. 4 B. 6 C. 2 D. 8 E. 10

68. Which of these species are structural isomers of C6H14?

and III C. II and III D. II

IV and IV

E. III and

II B. I A I and

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B. isotopes C. alcohols D. carboxylic acids E. unsaturated hydrocarbons

isomers. D. stereoisomers.

A. geometric isomers. B. structural isomers. C. optical

E. none of these

69. Which of these pairs are geometric isomers?

70. The two molecules represented below are examples of

71. The two molecules represented below are examples of

72. Which of these species is an aromatic compound? A. C2H2 B. C6H12 C. C6H4Br2 D. C5H10 E. C2H4Br2

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C8H18 by volume. B. radiation dose. C. alcohol level. D. ability to resist engine knocking. E. percentage of unsaturated hydrocarbons.

B.

C.

73. The octane rating of gasoline refers to its A. percentage

74. Which one of these hydrocarbon chains would have the highest octane rating? A.

75. The compound that has a triple bond between one pair of carbon atoms is called a/an A. alkane. B. chlorofluorocarbon. C. alkyne. D. alkene. E. alcohol.

76. The alkane with six carbon atoms is called A. butane. B. hexane. C. heptane. D. butene. E. none of these

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A. 2-ethylbutane B. 3-methylpentene C. 3-methyl-1-pentene D. 3-methyl-1-hexene E. 2-methylhexane

B. 3-propyl-4-ethylhexane. C. 3-ethyl-4-propylhexane. D. 3-methyl-4-propylheptane. E. 2-ethyl-4-propylhexane.

B. 1,2-dibromopentane

77. Which of these is the systematic name for the compound represented below?

78. The systematic name for the compound represented below is

A. 4,5-diethylheptane.

D. 1,2-propane dibromide E. 1,2-dibromopropane

A. 2,3-dibromopentane

C. 2,3-dibromopropane

79. Which of these is the systematic name for the compound represented below?

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A.

B.

ion

D.

C.

80. The correct structure for 2,3,3-trimethylpentane is

81. The group of atoms that is responsible for the characteristic properties of a family of organic compounds is called a/an ________ group. A. hydrocarbon B. functional C. ether D. enzyme E. polyatomic

82. Organic compounds with the general formula R-O-R (where R is an alkyl group) are called A. alkenes. B. alcohols. C. ethers. D. aldehydes. E. organic acids

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A.

B.

C.

A.

C.

B.

D.

83. Which one of these structures represents a carboxyl functional group

D.

E.

84. Which one of these structures represents an ester functional group?

85. Which one of these choices is the formula for a ketone? A. CH3CHO B. CH3OCH3 C. CH3COCH3 D. CH3COOH

86. "Wood alcohol" is the common name for A. methanol. B. ethanol. C. propyl alcohol. D. ethylene. E. acetylene.

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+

hydrocarbon. B. an ester. C. an ether. D. an aldehyde. E. a

87. The name for the compound with the formula CH3CH2CH2CH2OH is A. propanol. B. propane. C. butanol. D. pentane. E. pentanol.

88. Which type of organic compound does not contain a carbonyl group? A. ethers B. carboxylic acids C. ketones D. aldehydes E. esters

89. Acetylene,

ketone.

C2H2, the simplest alkyne, can be prepared from "inorganic" materials. Which of these reactions is used to prepare acetylene in this way? A. 2C + H2 → C2H2 B. C2H4 → C2H2 + H2 C. 2CO 2H2O → C2H2 + H2O2 D. CaC2 + 2H2O → C2H2 + Ca(OH)2

A. B. C. D. E. none of these

90. Which one of these compounds will result from the addition of HCl to ?

91. Which is the product of the reaction of one mole of HCl with one mole of 1-butyne? A. 1-chloro-1-butene B. 1-chloro-2-butene C. 2-chloro-1-butene D. ethyl chloride + acetylene

92. The reaction of an alcohol and a carboxylic acid yields A. a

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alcohol. D. an ether. E. an organic acid.

bases.

B. amines and alcohols. C. alcohols and

93. The reaction of ethylene and water yields A. an aldehyde. B. an ester. C. an

95. Esters are synthesized from two classes of organic compounds. Those two types of compounds are A. acids nd

94. Oxidation of the 2-propanol will produce a/an A. aldehyde. B. amine. C.alkene. D. ketone. E. carboxylic acid.

acids. D. amines and alkenes. E. alkenes and bases.

96. Which choice gives the structures of the reaction products when the ester below is hydrolyzed in acid solution?

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reaction. C. reduction reaction. D. ester

H2O to a double bond B. linking an acid and an alcohol to make an ester and water C. addition of H2 to an alkene D. oxidation of ethanol to acetaldehyde E. hydrolysis of an ester

97. The reaction of Cl2 with CH4 to produce methyl chloride is an example of a/an A. free radical reaction. B. addition

hydrolysis. E. polymerization.

98. Which of these statements describes a condensation reaction? A. addition of

99. Bromination of benzene (C6H6), an aromatic compound, A. occurs by substitution rather than addition. B. occurs by addition rather than substitution. C. occurs more rapidly than bromination of a nonaromatic compound. D. results in formation of 1,2,3,4,5,6-hexabromocyclohexane. E. occurs in the absence of a catalyst.

100. Amines are A. organic bases that react with water to produce ammonia. B. organic acids that react with water to produce ammonia. C. organic bases that react with acids to form ammonium salts.D. organic acids that react with bases to form ammonium salts.E. none of these

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1. B2. B3. A4. D5. C6. A7. B8. B9. B

10. A11. B12. C13. C14. D15. D16. C17. D18. B19. D20. B21. D22. A23. B24. A25. C26. C27. D28. E29. D30. D31. B32. D33. A34. C35. D36. B37. A38. B39. B40. B41. C42. C43. B44. B

Answer

45. A46. b47. d48. a49. b50. d51. a52. b53. c54. a55. b56. d57. a58. b59. d60. c

61.D 62.B 63.B 64.C 65.D66.E 67.C 68.D 69.D 70.A 71.B72.C73.D 74.A 75.C76.B77.C 78.D79.E80.A 81.B 82.C 83.D 84.B85.C 86.A 87.C

88.A 89.D 90.C 91.C 92.B 93.C 94.D 95.C 96.B 97.A 98.B 99.A 100.C

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compound CH3–CH2–NH–CH3 is an example of a A) ... Which of the following statements concerning cyclic amines is correct? A) ... 7. Many amines, in the