Deck 15: Amines and Amides

Question 1

4-Amino butanoic acid (common name GABA)is a neurotransmitter found in the brain's nerve cells.Which of the following properly represents the structure of this compound?

A)

B)

C)

D)

E)

Answer 1

Question 2

What type of organic compound is formed in the reaction between an acid chloride and an amine?

A)ammonium chloride
B)amide
C)quaternary ammonium salt
D)secondary amine
E)anhydride

Answer 2

amide

Question 3

The active ingredient in the insect repellant DEET is the amide formed by the reaction shown below.What is the structure of DEET?

A)

B)

C)

D)

E)

Answer 3

Question 4

What acid chloride is required to form the amide shown below?

A)butylammonium chloride
B)propanoyl chloride
C)propylammonium chloride
D)butanoyl chloride
E)HCl

Question 5

Which of the following is a true statement concerning the properties of nitrogen-containing compounds?

A)All amines are water-soluble compounds because the N-H group can hydrogen bond with water.
B)Primary and secondary amines can form intermolecular hydrogen bonds,but tertiary amines cannot.
C)Amides form strong ionic bonds with each other and therefore have higher boiling points than hydrocarbons.
D)The water solubility of an amine increases with an increase in the hydrocarbon chain.
E)Amides are basic compounds that act as hydrogen ion acceptors.

Question 6

Lidocaine is used as a local anesthetic and a cardiac depressant.Which of the following best describes the organic families to which lidocaine belongs?

A)alkene,amide,amine
B)aromatic,amine,alkene
C)aromatic,ketone,amine
D)aromatic,amide,amine
E)phenol,ketone,amine

Question 7

What is the IUPAC name of the compound shown?

A)N-propylhexamide
B)aminohexyl propanamide
C)aminopropyl pentanamide
D)N-hexylpropamide
E)N-propylhexanamide

Question 8

What is the IUPAC name of the simplest amine?

A)ammonia
B)ethamine
C)methamine
D)methanamine
E)formamine

Question 9

Bupropion is used medicinally as an antidepressant,and as an aide in smoking cessation.The carbonyl group in this compound is part of what functional group family?

A)amide
B)carboxylic acid chloride
C)ketone
D)ester
E)lactam

Question 10

What compound is produced by the reduction of the amide shown below?

A)ammonia
B)ethylmethylamine
C)methylpropylamine
D)methylamine
E)butylamine

Question 11

Which of the following is NOT a neurotransmitter in the human body?

A)serotonin
B)acetylcholine
C)histamine
D)aspartame
E)epinephrine

Question 12

Which of the following is NOT a medical use of amphetamines?

A)appetite suppressant
B)antihistamine
C)antidepressant
D)treatment of epilepsy
E)diet pills

Question 13

What type of product results from the neutralization reaction between an alkylamine and an acid such as HCl?

A)an amine
B)an amide
C)an alkylammonium salt
D)ammonia
E)ammonium chloride

Question 14

Which of these is a product formed when the amide below is hydrolyzed by a strong base?

A)

B)

C)

D)

E)

Question 15

Benzphetamine (trade name Didrex)is a habit-forming diet pill with many of the same properties as amphetamines.Which of the following statements concerning this compound is FALSE?

A)It is a tertiary amine.
B)It has low water solubility.
C)It is a largely nonpolar,hydrophobic compound.
D)It reacts with a strong base like NaOH to produce an amine salt.
E)It will not produce an amide upon reaction with a carboxylic acid chloride.

Question 16

What is the common name of the compound shown?

A)formamide
B)aniline
C)benzamide
D)acetate
E)acetamide

Question 17

Socrates used coniine,an alkaloid extracted from the poison hemlock plant,to end his life.How is this nitrogen-containing compound best classified?

A)cyclic amide
B)primary amine,aromatic amine
C)secondary amine,heterocyclic amine
D)tertiary amine
E)lactam

Question 18

Which of the statements concerning the compound below is INCORRECT?

A)It is a tertiary amine.
B)Its molecular formula is C₆H₁₅N.
C)Its name is 2-methyl-2-pentanamine.
D)It is able to form intermolecular hydrogen bonds.
E)It can act as a base.

Question 19

What compound is produced when ethylamine reacts with HCl?

A)ethylammonium chloride
B)diethylamine
C)ammonium chloride
D)ammonia
E)ethyl chloride

Question 20

What is the common name of 2-propanamine?

A)propylamine
B)isopropylamine
C)aminopropane
D)propylammonia
E)propylammonium

Question 21

For compounds of similar molecular weight,which of the following types would have the highest boiling point?

A)alkane
B)ether
C)primary amine
D)secondary amine
E)tertiary amine

Question 22

Ammonia is best described as which of the following?

A)a primary amine
B)a secondary amine
C)a tertiary amine
D)a quaternary amine
E)a weak base

Question 23

N-Methylformamide is an organic compound used to kill insect larvae in cereal and dried fruit.What is its structure?

A)

B)

C)

D)

E)

Question 24

Why is the bond between N and H in amines a polar bond?

A)Hydrogen is more electronegative.
B)Nitrogen is more electropositive.
C)Nitrogen is more electronegative.
D)Hydrogen is electrophilic.
E)Nitrogen is electrophilic.

Question 25

Which of the following is NOT a valid statement about the compound 4-nonanamine?

A)It is a nitrogen-containing compound.
B)It is a primary amine.
C)It contains nine carbons in a continuous chain.
D)It contains a carbonyl group on the fourth carbon of the carbon chain.
E)It is largely nonpolar.

Question 26

What is the general structure of a secondary amine?

A)NH₃
B)RNH₂
C)R₂NH
D)R₃N
E)R₃NH

Question 27

What two products are formed in the hydrolysis reaction shown below?

A)

B)

C)

D)
$\mathrm{Na}^{+}+\mathrm{NH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}$
E)
$+\mathrm{HOCH}_{2} \mathrm{CH}_{3}$

Question 28

When the amine RNH₂ (where R is a 12-carbon alkyl chain)is neutralized with aqueous HCl,the compound RNH₃⁺Cl^- forms.Briefly predict,with reasons,the solubilities of RNH₂ and RNH₃⁺Cl^- in water.

A)Both are insoluble due to the hydrophobic long carbon chain.
B)Both are soluble because both contain polar N-H bonds.
C)RNH₂ is insoluble due to the long hydrophobic carbon chain,but RNH₃⁺Cl^- is soluble due to the ionic part of the compound.
D)RNH₂ is soluble due to the polarity of the N-H bond.The salt is insoluble because most chloride salts are insoluble in water.
E)None of the choices are correct.

Question 29

What is another name for the amide bond that joins amino acids together in a protein?

A)glycosidic linkage
B)hydrogen bond
C)peptide bond
D)salt bridge
E)acetal bond

Question 30

Amines are organic derivatives of what inorganic compound?

A)nitrous oxide
B)ammonia
C)nitrogen dioxide
D)sodium nitrite
E)sodium nitrate

Question 31

What class of biological compounds contains amide bonds as the central feature in their structure?

A)lipids
B)carbohydrates
C)proteins
D)nucleic acids
E)None of these are correct.

Question 32

What is the physical state of most amides at room temperature?

A)solid
B)liquid
C)gas
D)Some amides are solid,some are liquids,and some are gases
E)Amides are solid or liquids,but never gases.

Question 33

What is the IUPAC name of the product formed by the reduction of methanamide?

A)N-methylmethanamine
B)methanamine
C)ammonia
D)N-methylamine
E)ammonia methane

Question 34

Which of the following would NOT be classified as a primary amine?

A)aniline
B)1-pentanamine
C)2-pentanamine
D)N-methyl-2-pentanamine
E)3-methyl-2-pentanamine

Question 35

What term best describes the following compound?

A)primary amine
B)secondary amine
C)tertiary amine
D)amide
E)alkaloid

Question 36

What is the IUPAC name of the following compound?

A)dimethylmethanamine
B)dimethylaminomethane
C)N-methylethanamine
D)trimethylamine
E)N,N-dimethylmethanamine

Question 37

How many hydrogen atoms are directly attached to the nitrogen atom of a tertiary amine?

A)0
B)1
C)2
D)3
E)4

Question 38

What is the IUPAC name of ethylamine?

A)N-ethanamine
B)ethyleneamine
C)ethanamine
D)1-ethaneamine
E)None of the choices are correct.

Question 39

What is the IUPAC name of the compound,CH₃CH₂CH₂ - NH - CH₃?

A)propyl ammonia methane
B)propylmethylamine
C)N-propylmethanamine
D)N-methyl-1-propanamine
E)methylpropylamine

Question 40

What is the common name of the compound shown?

A)N-formic acid
B)formamide
C)methanamide
D)acetamide
E)benzamide

Question 41

Which of the following is NOT a general characteristic of amides?

A)They have high boiling points.
B)Intermolecular hydrogen bonds are present.
C)Solutions in water are basic.
D)Most are solids at room temperature.
E)C=O and C-N bonds involve resonance.

Question 42

Which class of naturally occurring compounds has one or more nitrogen containing heterocyclic rings and includes many compounds that have medicinal and physiological effects?

A)analgesics
B)alkaloids
C)pheromones
D)nitrosamines
E)carcinogens

Question 43

What is the IUPAC name of the compound produced by the reduction of pentanamide?

A)1-pentanamine
B)2-pentanamine
C)hydroxylaminopentane
D)methylpentanal
E)methylpentanamine

Question 44

When heated up with propanoyl chloride,which of the following nitrogen-containing compounds would NOT result in an amide?

A)triethylamine
B)aniline
C)ammonia
D)dibutylamine
E)methylamine

Question 45

What is the charge usually found on a quaternary ammonium ion?

A)1+
B)2+
C)4+
D)1−
E)4−

Question 46

What product,in addition to a hydroxide ion,is formed when an amine reacts with water?

A)hydronium ion
B)alkylammonium ion
C)alkylammonium salt
D)quaternary ammonium ion
E)amide

Question 47

What is the IUPAC name of the following compound?

A)N-ethylpropanamide
B)N-butylethanamide
C)N-ethylbutylamine
D)N-ethylbutanamide
E)N-ethylbutyramide

Question 48

A chemist needs to reflux a reaction mixture at high temperature.This requires the use of a high-boiling organic solvent.Of the following solvents available for use,which would have the highest boiling point?

A)

B)

C)

D)

E)NH₃

Question 49

Which of the following amines is involved in the transmission of nerve impulses that control the contraction of muscles?

A)epinephrine
B)alkaloid
C)amide
D)aminoethane
E)acetylcholine

Question 50

Which of the following correctly represents how ethylamine would exist when dissolved in an acidic solution?

A)CH₃CH₂NH₂
B)CH₃CH₂NH⁻
C)

D)

E)

Question 51

What disease results from a deficiency of dopamine?

A)Wilson's disease
B)K-Factor disease
C)Parkinson's disease
D)cancer
E)mental depression

Question 52

Which of the following amines is involved in the breakdown of glycogen to glucose?

A)epinephrine
B)serotonin
C)cephalin
D)sphingomyelin
E)cortisone

Question 53

What is the IUPAC name of the following compound?

A)ethanamide
B)acetamide
C)methanamide
D)formamide
E)N-methanamide

Question 54

What two kinds of organic compounds can be reduced in the laboratory to prepare amines?

A)amides and purines
B)nitrosamines and amides
C)phenylamines and phenylnitro compounds
D)amides and nitro compounds
E)amides and aldehydes

Question 55

Which synthetic amine compounds stimulate the central nervous system and are often used in diet pills?

A)nitrates
B)serotonins
C)epinephrines
D)amphetamines
E)barbiturates

Question 56

What is the name of the species represented by the structure R₄N⁺Cl⁻?

A)a quaternary ammonium salt
B)an alkaloid
C)an amine
D)an alkylammonium salt
E)a porphyrin

Question 57

What subclass of amines contains at least one nitrogen atom in a ring structure?

A)aromatic
B)aliphatic
C)secondary
D)tertiary
E)heterocyclic

Question 58

In addition to an amine,what other type of compound is formed in the amide hydrolysis reaction shown? amide + strong base → amine + ?

A)amine
B)alkylammonium ion
C)carboxylic acid salt
D)amino acid
E)nitro compound

Question 59

What is the common name of the following compound?

A)triethylamine
B)N,N-diethylethanamine
C)diethylaminoethane
D)N-methylethanamine
E)N,N-dimethylethanamine

Question 60

Which synthetic amide compounds are used as sedatives and as anticonvulsants?

A)amides
B)serotonins
C)epinephrines
D)amphetamines
E)barbiturates

Question 61

What is the intermolecular force between primary amine molecules?

A)London dispersion forces
B)dipole-dipole force
C)hydrogen bonding
D)ionic bonds
E)None of the choices are correct.

Question 62

Purine and pyrimidine rings are found in DNA.

Question 63

The amine morphine is an analgesic.

Question 64

Which statement concerning amines and amides is FALSE?

A)Amines and amides are both weak bases.
B)Amines and amides both contain a nitrogen atom.
C)Amides have a carbonyl group,amines do not.
D)Amines and amides can both have hydrogen atoms connected to the nitrogen.
E)Amines and amides can both have hydrogen bonding between molecules.

Question 65

Which of the following is a quaternary ammonium salt?

A)NH₄Cl
B)CH₃NH₃Br
C)(CH₃)₂NH₂F
D)(CH₃)₃NHCl
E)(CH₃)₄NCl

Question 66

Amides may be prepared by which of the following methods?

A)the reaction of an acid chloride with an amine
B)the reaction of an acid anhydride with ammonia
C)the reaction of a carboxylic acid and a nitrate
D)the reaction of a carboxylic acid and an ammonium salt
E)Both the reaction of an acid chloride with an amine and the reaction of an acid anhydride with ammonia are correct.

Question 67

N-methyl-1-propanamine contains a methyl group,hydrogen,and a propyl group attached to a nitrogen atom.

Question 68

Lidocaine is used as a local anesthetic and a cardiac depressant.When Lidocaine is administered,it is administered as the alkylammonium salt Lidocaine HCl.Why is the alkylammonium salt,rather than the free amine,used?

A)The alkylammonium salt has a higher solubility in water and bodily fluids than the free amine.
B)The alkylammonium salt is not as addictive as the free amine.
C)The alkylammonium salt is more basic than the free amine.
D)The alkylammonium salt is a gas at room temperature and can be readily inhaled.
E)None of these are correct.

Question 69

In solid amides,the oxygen atom of the C=O group can form strong hydrogen bonds with the hydrogen of the N-H group on a neighboring molecule.

Question 70

Amines behave as bases when dissolved in water.

Question 71

A primary amide has two carbons bonded to the nitrogen.

Question 72

Acid-catalyzed hydrolysis of amides is an important reaction because it represents the first step in the digestion of dietary protein.Which of the following compounds is formed as a result of the acid-catalyzed hydrolysis of N-methylbutanamide? $\mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}+\mathrm{H}_{3} \mathrm{O}^{+} \stackrel{\text { heat }}{\longrightarrow}$

A)CH₃CHCH₂CH₂CH₂CH₃
B)NH₂CH₂CH₂CH₂CH₃
C)CH₃NH⁺₃
D)CH₃NH₂
E)

Question 73

Which of the following does NOT have hydrogen bonding between molecules?

A)ammonia
B)primary amines
C)secondary amines
D)tertiary amines
E)All of the choices are correct.

Question 74

Which of the following is a property of amphetamines?

A)central nervous system stimulant
B)analgesic
C)anesthetic
D)decongestant
E)Both analgesic and anesthetic are correct.

Question 75

Which of the following is a property of ephedrine?

A)central nervous system stimulant
B)analgesic
C)anesthetic
D)decongestant
E)Both analgesic and anesthetic are correct.

Question 76

What is a medical use for barbiturates?

A)analgesic
B)anticonvulsant
C)sedative
D)stimulant
E)Both anticonvulsant and sedative are correct.

Question 77

Aniline is another acceptable name for benzenamine.

Question 78

Amines react with water to form alkylammonium salts.

Question 79

Which best describes the chemical behavior of amines?

A)weak acids
B)weak bases
C)strong acids
D)strong bases
E)neutral compounds

Question 80

Hydrolysis of an amine produces an amide.