2023 Team Exam - Answer Key
2023 Team Exam - Answer Key
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2𝑆𝑂3 (𝑔) ⇔ 2𝑆𝑂2 (𝑔) + 𝑂2 (𝑔) ∆𝐻 = 2198 𝑘𝐽/𝑚𝑜𝑙
How will the concentrations of 𝑆𝑂3, 𝑆𝑂2, and 𝑂2 be affected by each of the following changes?
Fill in the blanks with the words increase, decrease, same, or N/A.
State the direction each reaction will shift in when the volume of the container is decreased. Fill
in the blanks with the words left, right, or no shift. (2.5 points)
_______________________________________ right
_______________________________________ left
_______________________________________ right
_______________________________________ no shift
_______________________________________ left
C’ -2x -x +2x
E’ 1.6 - 2x 0.6 - x 2x
2
(𝑃𝑆𝑂 )
𝐾 = 2
3
(𝑃𝑆𝑂 ) (𝑃𝑂 )
2 2
2
(2𝑥) −5
𝐾 = 2 = 9. 64 × 10
(1.6−2𝑥) (0.6 −𝑥)
𝑥1 = 0. 0060842
𝑥2 = 0. 0060072
𝑥3 = 0. 0060082
𝑥4 = 0. 0060082
Hemoglobin is an enzyme-like protein that transports oxygen in red blood cells. In this case,
oxygen is the ligand, or a molecule that binds to another larger molecule. Myoglobin is a protein
that facilitates oxygen storage in the muscle. The process in which a ligand (L) binds reversibly
to a site in a protein (P) can be described as follows:
ka is the association rate constant; kd is the dissociation rate constant. The equilibrium
composition is characterized by the equilibrium association constant Ka or the equilibrium
dissociation constant, Kd.
c. Given that the Kd of hemoglobin is 26, and that of myoglobin is 3, which protein has a
higher affinity for oxygen? Explain. (3 points)
Myoglobin has a higher affinity for oxygen. Since it has a lower Kd, that signifies that
there is a lower concentration of unbound protein and ligand and a higher concentration
of bound protein at equilibrium.
+1 point for correct answer
+2 points for correct explanation
d. 2,3-BPG is an allosteric inhibitor that stabilizes the unbound, free protein version of
hemoglobin. This means that it binds to hemoglobin at a site different from that which
oxygen binds. Predict how the Ka and Kd of hemoglobin would be affected by an increase
in 2,3-BPG content. (3 points)
Ka decreases
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Kd increases
[P] is stabilized and therefore will be present in a greater concentration at equilibrium, in
the numerator of Kd, in the denominator of Ka
+1 point for correct Ka
+1 point for correct Kd
+1 point for correct answer
e. Why might 2,3-BPG content be higher specifically in red blood cells? Red blood cells
compose the blood that flows in the human circulatory system and helps deliver oxygen
to the body’s tissues. (Hint: relate your answer to oxygen affinity and the function of red
blood cells). (2 points)
BPG increases Kd, lowers the oxygen affinity of hemoglobin, more oxygen released
+2 points for correct answer
The enzyme would remain dephosphorylated, inactive and would not be able to react
again.
+1 point for correct answer
+1 point for mentioning phosphate group
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b. The coordination compound [Cr(H2O)3ClBrI]- has octahedral geometry. There are 5 total
isomers, 2 of which are chiral and 3 of which are achiral. Draw the VSEPR geometry for
the 2 chiral isomers. (4 points)
Yes, they’ll have different melting and boiling points so they will evaporate at different
times.
+1 point for saying yes
+1 point for correct explanation
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An aldol condensation is a condensation reaction in which an enol or an enolate ion reacts with a
carbonyl compound to form a B-hydroxyaldehyde or B-hydroxy ketone, followed by a
dehydration reaction to form a conjugated enone.
In organic chemistry, structures can be simplified into line drawings as shown above. This allows
you to omit writing out carbons and represent them as vertices when two lines intersect.
Acetophnone has a ketone group (C=O) that is polar but also has a large benzene ring,
which is nonpolar.
c. What is the hybridization of the carbon that is attached to the oxygen in benzaldehyde? (2
points)
sp2
C15H12O
e. Write out the full mechanism of this reaction between an acetophenone and benzaldehyde
using the 5 steps that are described above given that there are plenty of hydroxide ions
and water present in solution. (Hint: in step 1, the hydroxide ion deprotonates
acetophenone) (7 points)
Light waves are electromagnetic waves, which consist of oscillating electric and magnetic fields
that are perpendicular to each other and to the direction of the light’s propagation.
Electromagnetic waves can be characterized by the electromagnetic spectrum, where they are
arranged on the basis of their wavelength, frequency, and energy. The electromagnetic spectrum
is shown below.
a. Microwaves are not shown on the spectrum above. Where would microwaves fall on the
spectrum? (1 point)
Between IR and radio waves
+1 point for correct answer
b. When an atom or molecule absorbs a photon of the right energy, this leads to an
excitation from a lower energy state to a higher energy state. Depending on the energy of
light, this transition could be between vibrational states, rotational states, or electron
energy levels. The following questions will focus on different vibrations induced by the
absorption of infrared waves.
i) A photon of infrared light having a wavelength of 3.03 𝜇m is absorbed by a water
molecule. A molecule of methanol, CH3OH, absorbs an infrared photon with a
35
wavelength of 2.67 𝜇m. Which molecule absorbs infrared light of more energy
and by how much? (4 points)
Methanol absorbs a photon of infrared light with more energy. The photon for
methanol is 8.840 x 10-21 J higher in energy than the photon for water.
−6
1×10 𝑚 −6
2. 67 µ𝑚 × 1 µ𝑚
= 2. 67 × 10 𝑚
−6
1×10 𝑚 −6
3. 03 µ𝑚 × 1 µ𝑚
= 3. 03 × 10 𝑚
ℎ𝑐
𝐸= λ
−34 8
(6.626×10 𝐽𝑠)(2.998×10 𝑚/𝑠) −20
𝐸(𝑚𝑒𝑡ℎ𝑎𝑛𝑜𝑙) = −6 = 7. 43998052 × 10 𝐽
(2.67×10 𝑚)
−34 8
(6.626×10 𝐽𝑠)(2.998×10 𝑚/𝑠) −20
𝐸(𝑤𝑎𝑡𝑒𝑟) = −6 = 6. 55602244 × 10 𝐽
(3.03×10 𝑚)
−20
𝐸(𝑚𝑒𝑡ℎ𝑎𝑛𝑜𝑙) − 𝐸(𝑤𝑎𝑡𝑒𝑟) = 7. 43998052 × 10 𝐽-
−20
6. 55602244 × 10 𝐽
= 8.8395808 x 10-21 J
= 8.840 x 10-21 J
+1 point for using E = hc/λ equation
+1 point for correct answer: stating that methanol absorbs more energy
+2 points for correct calculations: stating that there is a difference of 8.840 x
10-21J
ii) When you shine infrared light on a sample of a certain molecule, the molecule
will absorb photons of certain energies and let others pass through. This
information is shown on a spectrum called an Infrared Spectrum, with the units of
light often being given in wavenumbers (cm-1). The wavenumber (w) is
calculated via the following equation:
1
𝑤= (𝑤𝑎𝑣𝑒𝑙𝑒𝑛𝑔𝑡ℎ)
Calculate the wavenumber of the following photons.
= 1651.10 cm-1
+2 points for correct answer
−20
1 𝐸 (6.95344948×10 𝐽) 1 1𝑚
𝑤= λ
= ℎ𝑐
= −34 8 = 350039. 6523 𝑚
× 100 𝑐𝑚
(6.626×10 𝐽𝑠)(2.998×10 𝑚/𝑠)
-1
= 3500.40 cm
+2 points for correct answer
a carbon-carbon double bond (-C=C). These are shown from left to right below, with the
respective functional group in the blue circle.
The infrared spectrum maps which wavenumbers of infrared light are absorbed by
a certain molecule. The peaks give an idea of which functional groups are present.
i) On the infrared spectrum shown below, identify which circled peak corresponds
to which functional group. HINT: Pay attention to the size of the peaks (none of
these would be considered broad peaks). Ignore the peaks located at between
600-1500 cm-1. This region is known as the “fingerprint region,” and usually
consists of a complicated set of peaks unique to the compound being studied. (2
points)
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ii) Which of the following molecules could this spectrum correspond to? There may
be more than one correct answer. Justify your reasoning in 1-2 sentences.
a) 2-butanone (3 points)
b) Ethanol
d) Acetic acid
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A, because the spectrum shows the carbonyl (C=O) group, as well as the C-H
bonds. There are no broad peaks in the 3000s cm-1 that would indicate an acid or
alcohol OH group. In addition, C (methyl propyl ether) would not give the
carbonyl peak that does show up at the spectrum.
+1 point for correct answer
+2 points for correct explanation
iii) Given the following molecule, predict where the peaks would be on the
molecule’s infrared spectrum (in wavenumbers), as well as what their intensity
would be. (3 points)
+1 point for correct wavenumbers and intensity for the green circle
+1 point for correct wavenumbers and intensity for the blue circle
+1 point for correct wavenumbers and intensity for the purple circle
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Glutamate is one of 20 natural amino acids found in all living things. One of the features of
glutamate (and amino acids in general) is that multiple groups can be ionized. In other words,
amino acids can acquire a negative or positive charge by gaining or losing electrons. The
structure of glutamate at pH of 7 is shown below:
a. Circle the groups of glutamate that can be ionized on the structure above. (3 points)
+ 1 point for each correctly circled group (total 3 points)
b. The image below shows a titration curve for the amino acid glutamate with a strong base.
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Using the titration curve and the given pKa values of each functional group, draw the structure of
the dominant form of glutamate in each of the following ranges of pH. (4 points)
0 - 2.19:
2.19 - 4.25:
4.25 - 9.67:
9.67 - 12:
c. A buffer is a solution that can resist pH change upon the addition of acidic or basic
components. At what pH or pHs would glutamate be a good buffer? Explain why
glutamate can be a good buffer and how a buffer works. (3 points)
Glutamate would be a good buffer at the pHs of 2.19, 4.25, and 9.67. This is because a
buffer is able to resist pH change because the two components (conjugate acid and
conjugate base) are both present in appreciable amounts at equilibrium. At those pHs,
glutamate has an equal amount of conjugate acid and a conjugate base present to
neutralize small amounts of H+ and OH-.
d. The isoelectric point (pI) is the pH at which a molecule as a whole has a net charge of
zero. What is the approximate pI of glutamate? Explain your reasoning. (3 points)
2.19 + 4.25
At around 3.22 [ = 2
], the pH of the solution is only strong enough to protonate
the side chain carboxylic group and the amine but not strong enough to protonate the
carboxylic group attached to the α-carbon. Since the amine group gains a positive charge
and one of the carboxylic groups loses its negative charge, the overall charge of
glutamate is zero.
All particles exhibit wave-like properties. In 1924, French scientist Louis de Broglie derived an
equation that described the wave nature of a particle. This equation can be written in the form
below:
λ=h/mv
with λ being the wavelength, h being Planck’s constant (6.626 x 10-34 m2 kg/s), m being mass and
v being velocity.
In 1927, scientist Werner Heisenberg came up with the idea of the uncertainty principle. This
principle states that we cannot precisely know the position and momentum of a particle at the
same time. The uncertainty principle can be modeled by the equation below:
ℎ
∆x∆p ≥ 4π
In the equation, ∆x represents the uncertainty in position of the particle and ∆p represents the
uncertainty in momentum of the particle.
ℎ
∆x ≥ 4π * ∆𝑝
−34 2
6.626 * 10 𝑚 𝑘𝑔/𝑠
∆x ≥ 4π * 0.01 * (0.15 𝑘𝑔 * 45 𝑚/𝑠)
= 7.811 * 10-34 m
In quantum mechanics, a particle in a box model describes a system in which a particle is free to
move around in a small space that is surrounded by impenetrable barriers. For instance, a single
O2 molecule that is freely floating around in a 1D box with a length of 1m can be described by a
particle in a box model. The expectation value describes the most probabilistic location at which
you are most likely to find the particle in a box. This value can be described by the equation
below:
x = ∫Ψ* 𝑥 Ψ dx
In the equation, Ψ represents the wavefunction that describes the particle in a box system. Ψ* is
the complex conjugate of Ψ. A complex conjugate simple inverses complex numbers. For
instance, the complex conjugate of 2i is -2i. If an equation does not have any complex numbers,
Ψ* will be equal to Ψ. The bounds of the integral will start from the left side of the particle in a
box to the right side of the box.
2 𝑛π𝑥
d. Given that the particle in the box system is from 0 to L, and the Ψ = 𝐿
* 𝑠𝑖𝑛( 𝐿
), set
f. What does the answer in part (e) represent? Where are you most likely to find a particle?
(2 points)
𝐿
The length of the box is L and the expectation value is 2
, which tells us that you are