Deck 15: Amines

Question 1

Which of the following compounds is a secondary aromatic amine?

A) (i) only
B) (ii) only
C) (iii) only
D) (i) and (ii) only

Answer 1

B

Question 2

Which of the following is the simplest aromatic amine?

A) piperidine
B) aniline
C) anisole
D) benzylamine

Answer 2

B

Question 3

What is the IUPAC name of the following compound?

A) 1,2-dimethylaniline
B) 1,2-dimethyl-4-aminobenzene
C) 3,4-dimethylaniline
D) 3,4-dimethylcyclohexanamine

Answer 3

C

Question 4

Which type of amine is phentermine?

A) a primary aliphatic amine
B) a primary aromatic amine
C) a tertiary aliphatic amine
D) a tertiary aromatic amine

Question 5

Which of the following is not an alkaloid?

A) cocaine
B) coniine
C) nicotine
D) phentermine

Question 6

Which type of amine is (s)-methamphetamine?

A) a primary aliphatic amine
B) a primary aromatic amine
C) a secondary aliphatic amine
D) a secondary aromatic amine

Question 7

Which of the following is a heterocyclic amine?

A) aniline
B) benzylamine
C) piperidine
D) none of these

Question 8

Which type of amine is amphetamine?

A) a primary aliphatic amine
B) a primary aromatic amine
C) a secondary aliphatic amine
D) a secondary aromatic amine

Question 9

Which of the following compounds is a heterocyclic aliphatic amine?

A) (i) only
B) (ii) only
C) (iii) only
D) (ii) and (iii) only

Question 10

Which of the following amines serves as a building block for the amine bases of DNA and RNA?

A) purine
B) pyridine
C) both purine and pyridine
D) none of these

Question 11

What is the basis for classifying amines as primary, secondary, or tertiary?

A) the number of carbons bonded directly to a nitrogen atom
B) the number of carbons bonded to a carbon that is also bonded to nitrogen
C) the number of nitro groups bonded directly to a nitrogen atom
D) the number of hydrogen atoms present in the alkyl groups of an amine

Question 12

Which of the following is not a heterocyclic aromatic amine?

A) piperidine
B) purine
C) pyrimidine
D) pyridine

Question 13

Which of the following compounds are primary aliphatic amines?

A) (i) and (ii) only
B) (i) and (iii) only
C) (ii) and (iii) only
D) (i) only

Question 14

Which of the following is not a heterocyclic aliphatic amine?

A) piperidine
B) pyrrolidine
C) pyrimidine
D) all of these

Question 15

Which of the following amines serves as a building block for the amine bases of DNA and RNA?

A) purine
B) pyrimidine
C) both purine and pyrimidine
D) none of these

Question 16

Which of the following are derivatives of ammonia?

A) amines
B) alcohols
C) ethers
D) esters

Question 17

What is an aliphatic amine?

A) An aliphatic amine is one in which at least one benzene ring is bonded to nitrogen.
B) An aliphatic amine is one in which aryl groups are bonded to nitrogen.
C) An aliphatic amine is one in which all the nitrogen-bonded carbons are derived from alkyl groups.
D) An aliphatic amine is one in which nitrogen is part of an aromatic ring.

Question 18

Which of the following is not a primary amine?

A) Benzedrine
B) Fastin
C) Methedrine
D) None of these

Question 19

What is the IUPAC name of the following compound?

A) 1-amino-4-methylbenzene
B) 4-aminotoluene
C) 4-methylaniline
D) p-toluidine

Question 20

Which type of amine is purine?

A) a straight-chain primary amine
B) a heterocyclic aromatic amine
C) a heterocyclic aliphatic amine
D) a straight-chain tertiary amine

Question 21

Which of the following amines has a methyl substituent in its structure?

A) aniline
B) pyridine
C) m-toluidine
D) p-nitroaniline

Question 22

What is the common name of the following compound?

A) ethylmethylisopropylamine
B) ethylisopropylmethylamine
C) N-ethyl-N-methyl-1-propanamine
D) N-ethyl-N-methyl-2-propanamine

Question 23

What is the IUPAC name of isobutylamine?

A) 1-methyl-1-propanamine
B) 2-methyl-1-propanamine
C) N-methyl-1-propanamine
D) 2,2-dimethylethanamine

Question 24

What is the common name of CH₃−NH−C₂H₅?

A) ethylmethylamine
B) methylethylamine
C) N-methylethanamine
D) propanamine

Question 25

What is the IUPAC name of the following compound?

A) methylisopropylamine
B) isopropylmethylamine
C) N-methyl-2-propanamine
D) none of these

Question 26

What is the IUPAC name of the following compound?

A) 5-aminopentylamine
B) 1,5-pentanediamine
C) 1,5-diaminopentane
D) 5-amino-1-pentanamine

Question 27

What is the common name of (CH₃)₂NC₂H₅?

A) ethyldimethylamine
B) dimethylethylamine
C) N,N-dimethylethanamine
D) none of these

Question 28

What is the IUPAC name of the following compound?

A) 1-ethylaminobenzene
B) N-ethylaniline
C) N-ethylcyclohexanamine
D) N-ethyltoluidine

Question 29

What is the common name of the following compound?

A) methylisopropylamine
B) isopropylmethylamine
C) N-methyl-2-propanamine
D) none of these

Question 30

What is the IUPAC name of sec-butylamine?

A) 1-butanamine
B) 2-butanamine
C) N-methyl-2-propanamine
D) 2-methyl-2-propanamine

Question 31

What is the IUPAC name of CH₃−NH−C₂H₅?

A) ethylmethylamine
B) methylethylamine
C) N-methylethanamine
D) propanamine

Question 32

What is the IUPAC name of the following compound?

A) ethylmethylpropylamine
B) ethylisopropylmethylamine
C) N-ethyl-N-methyl-1-propanamine
D) N-ethyl-N-methyl-2-propanamine

Question 33

What is the IUPAC name of the following compound?

A) N-ethylcyclohexanamine
B) N-cyclohexylethanamine
C) N-ethylaniline
D) N-cyclohexylethylamine

Question 34

What is the IUPAC name of tert-butylamine?

A) 1-methyl-2-propanamine
B) 2-methyl-2-propanamine
C) 1,1-dimethylethanamine
D) 2,2-dimethylethanamine

Question 35

What is the IUPAC name of (CH₃)₂NC₂H₅?

A) ethyldimethylamine
B) dimethylethylamine
C) N,N-dimethylethanamine
D) none of these

Question 36

What is the IUPAC name of the following compound?

A) ethylpropylmethylamine
B) N-ethyl-N-methylpropanamine
C) N-ethyl-N-methyl-1-propanamine
D) N-ethyl-N-methyl-2-propanamine

Question 37

What is the common name of the following compound?

A) ethylmethylpropylamine
B) N-ethyl-N-methylpropanamine
C) N-ethyl-N-methyl-1-propanamine
D) N-ethyl-N-methyl-2-propanamine

Question 38

What is the IUPAC name of isopropylamine?

A) propanamine
B) 1-propanamine
C) 2-propanamine
D) 2-propylamine

Question 39

What is the IUPAC name of the following compound?

A) N-propylpentanamine
B) N,N-diethyl-1-propanamine
C) diethylpropylamine
D) N,N-ethylpropanamine

Question 40

Which of the following compounds is (s)-n-methyl-2-butanamine?

A) (i) only
B) (ii) only
C) (iii) only
D) (i) and (ii) only

Question 41

Which of the following amines imparts a pungent smell to rotting fish?

A) NH₃
B) CH₃NO₂
C) (C₆H₆)₂NH
D) (CH₃)₃N

Question 42

Which of the following is characteristic of low-molecular-weight amines?

A) They are odorless.
B) They have mild, sweet odors.
C) They have strong, minty odors.
D) They have sharp, penetrating odors.

Question 43

What is the IUPAC name of the following compound?

A) N,N,N-trimethylanilinium chloride
B) N,N,N-diethylanilinium chloride
C) N,N,N-triethylanilinium chloride
D) N,N,N-triethylaniline chlorine

Question 44

Which of the following has the highest boiling point?

A) CH₂CH₂CH₂OH
B) HOCH₂CH₂OH
C) NH₂CH₂CH₂OH
D) NH₂CH₂CH₂NH₂

Question 45

What is the IUPAC name of the following compound?

A) (R)-2,5-dimethylpentanamine
B) (S)-5-methyl-2-hexanamine
C) (R)-5-methyl-2-hexanamine
D) (S)-2,5-dimethylpentanamine

Question 46

Which of the following is a correct statement about the polarity of amines?

A) Amines are nonpolar compounds; therefore, the N-H bond is nonpolar.
B) The polarity of the N-H bond is less than that of the O-H bond.
C) The polarity of the N-H bond is the same as that of the O-H bond.
D) The polarity of the N-H bond is greater than that of the O-H bond.

Question 47

Which of the following is true of the solubility of amines?

A) All amines are insoluble in water.
B) All amines are soluble in water.
C) Most low-molecular-weight amines are completely soluble in water.
D) Most high-molecular-weight amines are completely soluble in water.

Question 48

Which of the following amines will be the most soluble in water?

A) 1-hexanamine
B) N,N-dimethyl-1-hexanamine
C) 1-butanamine
D) 1,4-butanediamine

Question 49

Which of the following is true of hydrogen bonding in amines?

A) Amines do not form hydrogen bonds because there is no difference in the electronegativities of nitrogen and hydrogen.
B) The N-H> N hydrogen bond is stronger than the O-H> O hydrogen bond.
C) The N-H> N hydrogen bond is the same strength as that of O-H> O hydrogen bond.
D) The N-H> N hydrogen bond is weaker than the O-H> O hydrogen bond.

Question 50

What is the common name of the following compound?

A) aniline bromine
B) aniline bromide
C) anilinium bromine
D) anilinium bromide

Question 51

Trimethylamine, ethylmethylamine, and propylamine are constitutional isomers. Based on their shapes and hydrogen bonding ability, which of the following is the correct order of their boiling points?

A) ethylmethylamine > propylamine > trimethylamine
B) ethylmethylamine < propylamine < trimethylamine
C) propylamine < ethylmethylamine < trimethylamine
D) propylamine > ethylmethylamine > trimethylamine

Question 52

Which type of amines can form hydrogen bonds with water?

A) 1°
B) 2°
C) 3°
D) all of these

Question 53

Which of the following has the lowest boiling point?

A) butane
B) 1-propanamine
C) 1-propanol
D) 2-propanamine

Question 54

Which of the following has the highest boiling point?

A) butane
B) 1-propanamine
C) 1-propanol
D) 2-propanamine

Question 55

What is the common name of (CH₃)₃NH⁺Br−?

A) trimethylamine bromine
B) trimethylamine bromide
C) trimethylammonium bromine
D) trimethylammonium bromide

Question 56

Which of the following has the highest boiling point?

A) CH₃CH₂CH₂OH
B) CH₃CH₂CH₂NH₂
C) NH₂CH₂CH₂OH
D) NH₂CH₂CH₂NH₂

Question 57

Which of the following gives the correct order of boiling points?

A) C₂H₅OH > C₃H₈ > C₂H₅NH₂
B) C₂H₅OH > C₂H₅NH₂ > C₃H₈
C) C₃H₈ > C₂H₅OH > C₂H₅NH₂
D) C₃H₈ > C₂H₅NH₂ > C₂H₅OH

Question 58

What is the common name of (CH₃)₄N⁺Br−?

A) trimethylamine bromide
B) trimethylammonium bromide
C) tetramethylamine bromine
D) tetramethylammonium bromide

Question 59

Which of the following amines does not have a pungent odor?

A) (i) only
B) (ii) only
C) (iii) only
D) all of these

Question 60

Which of the following amines will not show intermolecular hydrogen bonding?

A) CH₃NH₂
B) (CH₃)₂NH
C) (CH₃)₃N
D) all of these

Question 61

Gabapentin is a drug used to treat epilepsy. How many stereocenters are present in the given structure of gabapentin?

A) 1
B) 2
C) 3
D) There are no stereocenters.

Question 62

In which form do aromatic amines exist in human blood at pH 7.4?

A) largely in the unprotonated form
B) largely in the protonated form
C) as a mixture of neutral molecules and their conjugate acids
D) largely as their conjugate acids

Question 63

What is the blood pH of a normal, healthy person?

A) 5.7
B) 7.4
C) 6.5
D) 8.5

Question 64

Which of the following is a reasonable value for the pK_b of an aliphatic amine?

A) 1.5
B) 3.5
C) 6.5
D) 8.5

Question 65

Which of the following is the strongest base?

A) (i)
B) (ii)
C) (iii)
D) none of these are bases

Question 66

Which of the following compounds dissolves in diethyl ether?

A) anilinium chloride
B) aniline iodide
C) anilinium bromide
D) neutral aniline

Question 67

In which of the following solutions can amines dissolve?

A) an aqueous acid
B) an aqueous base
C) an aqueous acid and an aqueous base
D) none of these

Question 68

Which of the following is a primary amine?

A) albuterol
B) epinephrine
C) norepinephrine
D) all of these

Question 69

Which of the following is an application of methadone?

A) It is an anesthetic.
B) It is a bronchodilator.
C) It is a narcotic analgesic.
D) None of these are applications of methadone.

Question 70

Which of the following is a reasonable value for the pK_b of an aromatic amine?

A) 1.5
B) 3.5
C) 6.5
D) 8.5

Question 71

Which of the following is the correct order of the water solubility of the given compounds?

A) (i) > (ii) > (iii)
B) (ii) > (i) > (iii)
C) (iii) > (ii) > (i)
D) (iii) > (i) > (ii)

Question 72

Which of the following is the strongest base?

A) (i)
B) (ii)
C) (iii)
D) none of these are bases

Question 73

Identify the stronger base in each pair of compounds.

A) A in (i) and C in (ii)
B) A in (i) and D in (ii)
C) B in (i) and C in (ii)
D) B in (i) and D in (ii)

Question 74

Which of the following is the correct equation for the reaction of dimethylamine with hydrochloric acid?

A) (CH₃) ₂NH + HCl(aq) 2CH₄(g) + NH₂Cl(l)
B) 2(CH₃)₂NH + 2HCl(aq) 2(CH₃)₂NH₂(aq) + Cl₂(g)
C) (CH₃)₂NH + HCl(aq) (CH₃)₂NH₂⁺(aq) + Cl⁻(aq)
D) (CH₃)₂NH + 2HCl(aq) 2CH₃NHCl(l) + H₂ (g)

Question 75

What is the correct order of the water solubility of the following amines: C₆H₁₃NH₂, C₂H₅NH₂, and C₄H₉NH₂?

A) C₂H₅NH₂ < C₄H₉NH₂ < C₆H₁₃NH₂
B) C₂H₅NH₂ < C₆H₁₃NH₂ < C₄H₉NH₂
C) C₆H₁₃NH₂ < C₄H₉NH₂ < C₂H₅NH₂
D) C₆H₁₃NH₂ < C₂H₅NH₂ < C₄H₉NH₂

Question 76

What is the correct order of the water solubility of the given amines?

A) (i) > (ii) > (iii)
B) (ii) > (i) > (iii)
C) (iii) > (ii) > (i)
D) (iii) > (i) > (ii)

Question 77

Which of the following is a primary amine?

A) albuterol
B) epinephrine
C) isoproterenol
D) none of these

Question 78

What occurs when amines react with water?

A) The amine loses a hydrogen atom.
B) The amine loses a lone pair of electrons.
C) The lone pair of electrons of the amine forms a covalent bond with a hydrogen atom of water and a hydronium ion is displaced.
D) The lone pair of electrons of the amine forms a covalent bond with a hydrogen atom of water and a hydroxide ion is displaced.

Question 79

Which of the following can be used to separate a mixture of cyclopentanamine and cyclopentanol dissolved in diethyl ether?

A) aqueous HCl
B) aqueous HNO₃
C) aqueous ammonia
D) none of these

Question 80

Which of the following is a component of all catecholamines?

A) 1,3-dihydroxybenzene
B) 1,2-dihydroxybenzene
C) 1,4-dihydroxybenzene
D) 1,1-dihydroxybenzene