Deck 18: Amines and Neurotransmitters

Question 1

Which compound is a tertiary amine?

A)
B)
C)
D)

Answer 1

Question 2

What is the IUPAC name of the compound shown below?

A)Butylheptylamine
B)N-4-heptyl-1-butanamine
C)N-butyl-4-heptanamine
D)Dibutylpropylamine

Answer 2

N-butyl-4-heptanamine

Question 3

Which compound is a primary amine?

A)
B)
C)CH₃CH₂NHCH₂CH₃
D)

Answer 3

Question 4

Which compound is a secondary amine?

A)
B)
C)
D)
E)

Question 5

Albuterol is a drug used to treat asthma,drawn below. How many chirality centers are in albuterol?

A)0
B)1
C)2
D)3
E)There are four or more chirality centers in lobeline.

Question 6

Dipicolinic acid is an interesting amino acid. What type of nitrogen heterocycle is present in dipicolinic acid?

A)Pyridine
B)Pyrrole
C)Pyrrolidine
D)Piperidine

Question 7

Which amine has the lowest boiling point?

A)(CH₃)₂CHNHCH₂CH₂CH₂CH₃
B)CH₃CH₂CH₂CH₂CH₂CH₂CH₂NH₂
C)(CH₃)₂NCH₂CH₂CH₂CH₂CH₃
D)All of the compounds have the same boiling point.

Question 8

Which compound has the highest boiling point?

A)(CH₃)₂CHCH₂COOCH₃
B)CH₃CH₂CH₂CH₂CH₂CH₂CH₂NH₂
C)(CH₃)₂CHCH₂CH₂CH₂CH₂OH
D)CH₃(CH₂)₆CH₃
E)All of the compounds have the same boiling point.

Question 9

Fexofenadine,drawn below,is a nonsedating antihistamine with a single amine functional group. Classify the amine in fexofenadine.

A)1^o
B)2^o
C)3^o
D)4^o
E)This amine is impossible to classify.

Question 10

What is the IUPAC name of the compound shown below?

A)Propylhexylamine
B)N-hexyl-1-propanamine
C)N-propyl-1-hexanamine
D)Hexylpropylamine

Question 11

What is the name of the heterocyclic amine shown below?

A)Aniline
B)Pyridine
C)Pyrrole
D)Pyrrolidine
E)Piperidine

Question 12

What products are formed when the amine below reacts with HCl?

A)
B)
C)
D)

Question 13

Which amine has the highest boiling point?

A)CH₃(CH₂)₅CH₂NH₂
B)CH₃CH₂CH₂N(CH₂CH₂CH₂CH₃)₂
C)CH₃CH₂CH₂CH₂CH₂NHCH₂CH₃
D)All of the amines are expected to have a similar boiling point.

Question 14

What is the IUPAC name of the compound shown below?

A)Propylheptylcyclobutylamine
B)N-cyclobutyl-N-heptyl-1-butanamine
C)N-butyl-N-cyclobutyl-1-heptanamine
D)Dibutylheptylamine

Question 15

Which compound has the highest boiling point?

A)(CH₃)₂CHCH₂CH₂CH₂NH₂
B)CH₃CH₂CH₂CH₂CH₂COOH
C)(CH₃)₂CHCH₂CH₂CH₂OH
D)CH₃(CH₂)₆CH₃

Question 16

Hygrine (structure shown)is an alkaloid found mainly in coca leaves. What type of nitrogen heterocycle is present in hygrine?

A)Pyridine
B)Pyrrole
C)Pyrrolidine
D)Piperidine

Question 17

Norepinephrine is an important neurotransmitter. Classify the amine in norepinephrine.

A)1^o
B)2^o
C)3^o
D)4^o
E)This amine is impossible to classify.

Question 18

Which structure is N-methyl-2-ethylpentylamine?

A)
B)
C)
D)

Question 19

Lobeline (structure shown)is a natural alkaloid found in a number of plants including "Indian tobacco" (Lobelia inflata)and "Devil's tobacco" (Lobelia tupa). Lobeline has been used as a smoking cessation aid. How many chirality centers are in lobeline?

A)0
B)1
C)2
D)3
E)There are four or more chirality centers in lobeline.

Question 20

What is the structure of piperidine?

A)
B)
C)
D)

Question 21

Which of the following structures is aniline?

A)
B)
C)
D)

Question 22

What product is formed when tripropylamine is treated with acetic acid?

A)Tripropylammonium acetate
B)Acetamide
C)Tripropylammonia acetate
D)Tripropylamide

Question 23

How is the amine shown below classified?

A)Secondary amine
B)Primary amine
C)Tertiary amine
D)Quaternary amine

Question 24

What is the name of the class of compounds with the general formula of R₄N⁺ X^-?

A)Tertiary ammonium salts
B)Tetraammonium salts
C)Quaternary ammonium salts
D)Tertiary ammonia salts

Question 25

Which is not a derivative of 2-phenylethylamine?

A)
B)
C)
D)
E)All of the compounds are derivatives of 2-phenylethylamine.

Question 26

Which statement is not true?

A)Once a chemical message is delivered,the neurotransmitter is degraded or returned to the presynaptic neuron to begin the process again.
B)All neurotransmitters are quaternary ammonium ions.
C)Norepinephrine,dopamine,and serotonin are important neurotransmitters.
D)Norepinephrine and dopamine are both synthesized from the amino acid tyrosine.

Question 27

Which is not a neurotransmitter?

A)Serotonin
B)Norepinephrine
C)Tryptophan
D)Dopamine
E)Acetylcholine

Question 28

Atorvastatin (structure shown)is the active ingredient in Lipitor,a drug classified as a statin,used for lowering blood cholesterol. Which of these functional groups is not present in atorvastatin?

A)Carboxylic acid
B)Benzene
C)Ketone
D)Amine
E)Amide

Question 29

What are the products in the acid-base reaction shown below?

A)
B)
C)
D)
E)No reaction occurs.

Question 30

Kainic acid is a natural product found in some seaweed varieties. Which type of nitrogen heterocycle is present in kainic acid?

A)Pyridine
B)Pyrrole
C)Pyrrolidine
D)Piperidine

Question 31

Which does not occur as a result of the release of epinephrine?

A)Dilation of lung passages
B)An increase in heart rate
C)A decrease in glucose synthesis
D)An increase in blood pressure

Question 32

Atorvastatin (structure shown)is the active ingredient in Lipitor,a drug classified as a statin,used for lowering blood cholesterol. Which type of nitrogen heterocycle is present in atorvastatin?

A)Pyridine
B)Pyrrole
C)Pyrrolidine
D)Piperidine

Question 33

What is the IUPAC name of the amine salt shown below?

A)Ethylammonium acetate
B)Ethylamine carbonate
C)Dimethylammonium acetate
D)Dimethylammonium chloride

Question 34

What are the small packets that store neurotransmitters?

A)Dendrites
B)Synapses
C)Axons
D)Vesicles

Question 35

In what way may drugs be used to affect neurotransmitters?

A)A drug may prevent the binding of a neurotransmitter to a receptor.
B)A drug may increase the amount of neurotransmitter released.
C)A drug may prevent the release of a neurotransmitter.
D)A drug may affect the degradation of a neurotransmitter.
E)Drugs may affect neurotransmitters using all of the mechanisms listed.

Question 36

Methylphenidate (Ritalin)is a drug used to treat attention deficit hyperactivity disorder (ADHD). Which type of nitrogen heterocycle is present in methylphenidate?

A)Pyridine
B)Pyrrole
C)Pyrrolidine
D)Piperidine

Question 37

Which compound is the most soluble in water?

A)Trihexylamine
B)N-ethyl-1-heptanamine
C)Dibutylamine
D)N-ethyl-1-pentanammonium bromide

Question 38

What is the IUPAC name of the compound shown below?

A)N-pentyl-N-propyl-4-nonanamine
B)N-pentyl-N-propyl-N-nonylamine
C)Pentylpropylnonylamine
D)N-pentyl-N-propylnonanamine

Question 39

What is the long stem that protrudes from a cell body at one end and ends in numerous small filaments at its opposite end?

A)A dendrite
B)A synapse
C)An axon
D)A vesicle

Question 40

What is the IUPAC name of the amine salt shown below?

A)Ethylmethylpropylammonium chloride
B)N-ethyl-N-methyl-1-propanammonium chloride
C)N-ethyl-N-methyl-N-propylammonia chloride
D)N-methyl-N-propylethanammonium chloride

Question 41

Which type of nitrogen heterocycle(s)is/are present in nicotine (structure shown)?

A)Only pyridine
B)Only pyrrole
C)Only pyrrolidine
D)Pyridine and pyrrolidine
E)Pyridine and pyrrole

Question 42

Spermine is a compound isolated from sperm. Which of the following statements correctly describes an aqueous solution of spermine?

A)The pH of the solution would be equal to that of pure water.
B)The hydronium ion concentration in the solution would be greater than that in pure water.
C)The hydroxide ion concentration in the solution would be greater than that in pure water.
D)The solution would be acidic.

Question 43

At the pH of the aqueous environment of the cells,amines exist in their ionized (charged)form. Which of the following properly represents how epinephrine exists in the cell?

A)
B)
C)
D)

Question 44

Serotonin is drawn below. Which of the following correctly describes the types of functional groups present in serotonin?

A)Amide,ether,alkene
B)Alcohol,amine,aromatic
C)Alkene,ketone,amide
D)Amine,alkene,ester

Question 45

Spermine (structure shown)is a compound isolated from sperm. Which of the following statements correctly describes an aqueous solution of spermine? NH₂(CH₂)₃NH(CH₂)₄NH(CH₂)₃NH₂

A)The pH of the solution would be equal to that of pure water.
B)The hydronium ion concentration in the solution would be greater than that in pure water.
C)The hydroxide ion concentration in the solution would be greater than that in pure water.
D)The solution would be acidic.

Question 46

4-amino butanoic acid (common name GABA)is a neurotransmitter found in 30% of the brain's nerve cells. Which of the following properly represents the structure of this compound?

A)
B)
C)
D)

Question 47

What are the products in the acid-base reaction shown below?

A)
B)
C)
D)

Question 48

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 a carbonyl group on the fourth carbon of a nine carbon saturated chain.
D)It is largely nonpolar,and is insoluble in water.

Question 49

Coniine,shown below,is an alkaloid extracted from poison hemlock. How is this nitrogen-containing compound most appropriately classified?

A)Heterocyclic,primary amine
B)Secondary amine
C)Primary,heterocyclic amide
D)Lactam

Question 50

Arecoline is used in veterinary medicine to treat parasitic worms. Which of the following correctly describes the types of functional groups present in Arecoline?

A)Amide,ether,alkene
B)Ester,amine,aromatic
C)Alkene,ketone,amide
D)Amine,alkene,ester

Question 51

Which of the following properly represents how methamphetamine,drawn below,reacts with a strong acid?

A)
B)
C)
D)

Question 52

How many chirality centers are present in pseudoephedrine,the amine shown below?

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

Question 53

What are the products in the acid-base reaction shown below?

A)
B)
C)
D)

Question 54

When heated up with propanoic acid,which nitrogen-containing compound would NOT result in the formation of an amide?

A)Ammonia
B)Aniline
C)Dibutylamine
D)Triethylamine

Question 55

Which is a possible correct name for an amine?

A)N,N-dipropylmethylamine
B)1,3-diethylaniline
C)N,N,N-tributylaniline
D)N-ethylpyrrolidine
E)N-ethylpyridine

Question 56

Benzphetamine,shown below,is a habit-forming diet pill. How is this nitrogen-containing compound most appropriately classified?

A)Primary
B)Secondary
C)Tertiary
D)Quarternary

Question 57

How many chirality centers are present in the amine shown below?

A)0
B)1
C)3
D)7

Question 58

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

A)The amine salt is more basic than the free amine.
B)The amine salt is a gas at room temperature and can be rapidly inhaled.
C)The amine salt has a higher solubility in water and bodily fluids than the free amine.
D)The amine salt is not as addictive as the free amine.

Question 59

The hallucinogen known as LSD is drawn below. Which of these functional groups is not present in LSD?

A)Amine
B)Benzene
C)Amide
D)Ketone

Question 60

Which structure should have the IUPAC name N-methyl-N-propylcyclopentanamine?

A)
B)
C)
D)

Question 61

Fentanyl (structure shown)is a drug used for anesthesia and analgesia. There are two 2-phenylethylamine units in fentanyl.

Question 62

The following acid-base reaction occurs when piperidine is dissolved in water.

Question 63

SSRIs are antidepressants that effectively increase the concentration of serotonin.

Question 64

Dopamine affects brain processes that control movement,emotions,and pleasure.

Question 65

A person can get sleepy after eating a turkey dinner on Thanksgiving because the unusually high level of tryptophan in turkey is converted to norepinephrine.

Question 66

Histamine is a bronchodilator.

Question 67

The conversion of an amine to an ammonium salt is an irreversible process.

Question 68

The hormone epinephrine is commonly called noradrenaline.

Question 69

Too little dopamine causes schizophrenia.

Question 70

Both albuterol and salmeterol are derivatives of 2-phenylethylamine.

Question 71

Neurotransmitters are stored in small packets called vesicles in the filaments of the axon near the synapse.

Question 72

Many amines with useful medicinal properties are sold as their ammonium salts.

Question 73

The postsynaptic neuron contains the receptors that bind the neurotransmitter.

Question 74

Derivatives of 2-phenylethylamine contain a benzene ring bonded to a two-carbon chain that is bonded to a nitrogen atom.

Question 75

Histamine is a biologically active amine formed in many tissues from the amino acid histidine.

Question 76

Strychnine (structure shown)is a very toxic alkaloid used as a pesticide. There are two amine groups in strychnine.

Question 77

The compound shown below is a derivative of 2-phenylethylamine.

Question 78

The IUPAC name of the compound below is dimethylammonia iodide.

Question 79

Only ammonium salts with less than six carbon atoms are water soluble.

Question 80

When the compound below is treated with KOH the products are N-propyl-1-hexanamine,potassium chloride,and water.