MCAT Biology : Functional Groups and Properties

Study concepts, example questions & explanations for MCAT Biology

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Example Questions

Example Question #1748 : Mcat Biological Sciences

Among the most important pH buffer systems in humans is the bicarbonate buffer, which keeps the blood at a remarkably precise 7.42 pH.  The bicarbonate buffer system uses a series of important compounds and enzymes to make the system function.  Figure 1 depicts the key reactions that take place.

Untitled

The activity of this buffer system is mainly controlled by the renal and respiratory systems.  The renal system excretes bicarbonate in the urine, while the respiratory system “blows off” carbon dioxide as needed.   By balancing these two systems as needed, blood pH is maintained in such a narrow range.

Which of the following would be expected pKa values for carbonic acid and carbonate, respectively?

Possible Answers:

1.4 * 10-14 and 14

10.3 and 6.3

6.3 and 10.3

14 and 1.4 * 10-14

pKa values depend on surrounding conditions

Correct answer:

6.3 and 10.3

Explanation:

Carbonic acid is a weak organic acid, not nearly as strong as most inorganic acids. It is still, however, an acid, and has a pKa below 7, but nowhere near as low as 1.4 * 10-14.

Carbonate is a conjugate base, and thus has an alkaline pKa around 10.3.

Example Question #1749 : Mcat Biological Sciences

Among the most important pH buffer systems in humans is the bicarbonate buffer, which keeps the blood at a remarkably precise 7.42 pH.  The bicarbonate buffer system uses a series of important compounds and enzymes to make the system function.  Figure 1 depicts the key reactions that take place.

Untitled

The activity of this buffer system is mainly controlled by the renal and respiratory systems.  The renal system excretes bicarbonate in the urine, while the respiratory system “blows off” carbon dioxide as needed.   By balancing these two systems as needed, blood pH is maintained in such a narrow range.

The deprotonation of carbonic acid is favored by __________.

Possible Answers:

a loss of CO2 from the system

resonance stabilization in carbonic acid

a buildup of bicarbonate in the system

resonance stabilization in bicarbonate

resonance stabilization in carbon dioxide

Correct answer:

resonance stabilization in bicarbonate

Explanation:

Bicarbonate is the product of deprotonation of carbonic acid. Anything that stabilizes this product will encourage the deprotonation reaction, and resonance is a key stabilizing factor for bicarbonate. Stability of the conjugate base is a major contributing factor to the strength of an acid and its ability to deprotonate.

Example Question #1751 : Mcat Biological Sciences

Among the most important pH buffer systems in humans is the bicarbonate buffer, which keeps the blood at a remarkably precise 7.42 pH.  The bicarbonate buffer system uses a series of important compounds and enzymes to make the system function.  Figure 1 depicts the key reactions that take place.

Untitled

The activity of this buffer system is mainly controlled by the renal and respiratory systems.  The renal system excretes bicarbonate in the urine, while the respiratory system “blows off” carbon dioxide as needed.   By balancing these two systems as needed, blood pH is maintained in such a narrow range.

If a mutation rendered carbonic anhydrase nonfunctional, CO2 would not be converted to carbonic acid. What is true of CO2?

Possible Answers:

It is more soluble in membranes than carbonic acid

It is more soluble in blood than carbonic acid

It has four sigma bonds

It has free rotation around the bonds of carbon and oxygen

It has a greater dipole moment than carbonic acid

Correct answer:

It is more soluble in membranes than carbonic acid

Explanation:

CO2 is nonpolar, and thus is more soluble in a nonpolar solvent (like a membrane) than is a polar molecule (like carbonic acid).

The pi bonds between carbon and oxygen in carbon dioxide contribute to its nonpolar character, and prevent free rotation around the bonds.

Example Question #1752 : Mcat Biological Sciences

Among the most important pH buffer systems in humans is the bicarbonate buffer, which keeps the blood at a remarkably precise 7.42 pH.  The bicarbonate buffer system uses a series of important compounds and enzymes to make the system function.  Figure 1 depicts the key reactions that take place.

Untitled

The activity of this buffer system is mainly controlled by the renal and respiratory systems.  The renal system excretes bicarbonate in the urine, while the respiratory system “blows off” carbon dioxide as needed.   By balancing these two systems as needed, blood pH is maintained in such a narrow range.

The carbonic acid buffer system is typical of most buffers. Which of the following is true of buffers?

Possible Answers:

They function best within one pH unit of target pH, and are used by combining copious amounts of an acid and its conjugate base

They function best within two pH units of target pH, and are used by combining equal and small amounts of an acid and its conjugate base

They function best within two pH units of target pH, and are used by combining equal and copious amounts of an acid and its conjugate base

They function best within two pH units of target pH, and are used by combining equal and copious amounts of an acid and an unrelated base

They function best within one pH unit of target pH, and are used by combining equal and small amounts of an acid and its conjugate base

Correct answer:

They function best within one pH unit of target pH, and are used by combining copious amounts of an acid and its conjugate base

Explanation:

Buffers are typically acids best at keeping a system at a pH within one pH unit of their pKa when combined with equal and copious amounts of their conjugate base.

Example Question #1753 : Mcat Biological Sciences

Among the most important pH buffer systems in humans is the bicarbonate buffer, which keeps the blood at a remarkably precise 7.42 pH.  The bicarbonate buffer system uses a series of important compounds and enzymes to make the system function.  Figure 1 depicts the key reactions that take place.

Untitled

The activity of this buffer system is mainly controlled by the renal and respiratory systems.  The renal system excretes bicarbonate in the urine, while the respiratory system “blows off” carbon dioxide as needed.   By balancing these two systems as needed, blood pH is maintained in such a narrow range.

 

Which of the following is true of carbonic acid?

I. It is diprotic

II. It is planar

III. It shows no net dipole moment

IV. It has approximately 109o bond angles

Possible Answers:

I, II, and III

II, only

I, II, III, and IV

I, II, and IV

I and II

Correct answer:

I and II

Explanation:

Carbonic acid has a central sp2 carbon; thus, it is planar with approximately 120o bond angles. This carbonyl group also exhibits a strong dipole moment, and has hydrogens on both sides of the central carbon to donate in solution.

Example Question #1754 : Mcat Biological Sciences

Which of the following functional groups would most likely act as an acid?

Possible Answers:

Aldehyde

Acetal

Ketone

Carboxyl

Correct answer:

Carboxyl

Explanation:

Carboxyl groups, or carboxylic acids, are good acids due to the resonance between the two oxygen atoms, allowing for greater stability of the conjugate base upon removal of a proton. Acetals and aldehydes can act as weak acids, but carboxyl groups will be deprotonated first.

Example Question #81 : Molecular Properties

Carboxylic acids typically have higher boiling points than aldehydes and ketones. This is because carboxylic acids have which of the following properties?

Possible Answers:

Carboxylic acids are less soluble in water than aldehydes and ketones

Aldehydes and ketones create stronger hydrogen bonds with water

Carboxylic acids can create intramolecular hydrogen bonds, which increases the boiling point

Carboxylic acids can create intermolecular hydrogen bonds, increasing the effective molecular weight of the molecules

Correct answer:

Carboxylic acids can create intermolecular hydrogen bonds, increasing the effective molecular weight of the molecules

Explanation:

Carboxylic acids are able to create hydrogen bonds with one another. This forms a dimer, which doubles the effective molecular weight and greatly increases the boiling point of carboxylic acids. Aldehydes and ketones are not able to form hydrogen bonds with one another, so their boiling points are dependent on each individual molecule's molecular weight. As a result, their boiling points are not as high as the corresponding carboxylic acids'. Note that carboxylic acids cannot form intramolecular hydrogen bonds.

Example Question #82 : Molecular Properties

A pentane molecule with which of the following functional groups will have a higher boiling point than an aldehyde of similar size? 

Possible Answers:

Ester

Alcohol

Alkene

Alkane

Correct answer:

Alcohol

Explanation:

Boiling point is strongly influenced by the ability of a molecule to interact with other molecules in solution (intermolecular forces). Since hydrogen bonds are the strongest intermolecular force, we are ideally looking for a functional group that will be able to form hydrogen bonds.

Alkanes and alkenes are both nonpolar and cannot form hydrogen bonds, so their boiling points are very low. Esters lack a polar hydrogen and cannot hydrogen bond with other molecules.

Alcohols, on the other hand, have a hydroxyl group that is capable of hydrogen bonding with other molecules. This gives alcohols higher boiling points than aldehydes of similar size. 

Example Question #1757 : Mcat Biological Sciences

Drain cleaners a common household staple, used to open clogged drains in bathtubs and sinks. Human hair is a common culprit that clogs pipes, and hair is made predominately of protein. Drain cleaners are effective at breaking down proteins that have accumulated in plumbing. Drain cleaners can be either acidic or basic, and are also effective at breaking down fats that have accumulated with proteins.

A typical reaction—reaction 1—which would be expected for a drain cleaner on contact with human hair, would be as follows in an aqueous solution:

Pic_1

Another reaction that may occur, reaction 2, would take place as follows in an aqueous solution:

Pic_2

Compared to the organic compound produced in Reaction 2, an aldehyde __________.

Possible Answers:

has lower overall bond energy

is more oxidized

has more polarity in its bonds

has lower acidity

has no carbonyl group

Correct answer:

has lower acidity

Explanation:

Aldehydes have lower acidity than carboxylic acids, but are more reduced and thus have higher overall bond energies.

Example Question #83 : Molecular Properties

In the reaction scheme below, compound A is a(n) __________ and compound B is a(n) __________.

Mcat_1

Possible Answers:

ketone . . . alkene

alcohol . . . ketone

alcohol . . . alkene

alkene . . . alcohol

ketone . . . alcohol

Correct answer:

ketone . . . alcohol

Explanation:

Ketones, like compound A, contain an internal carbon-oxygen double bond. Alcohols, like compound B, contain a hydroxyl group (-OH). In this case, compound A is a secondary ketone and compound B is a tertiary alcohol.

Alkenes, like compound C, contain a carbon-carbon double bond.

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