2022 KE KELEKEMA ELIMINATION ROUND

QUESTIONS
This PDF Document will serve as your questionnaire while the accompanying google form will
serve as the official answer sheet for the elimination round of the 2022 Ke Kelekema quiz bee. A
total of 45 minutes will be given to you to answer the quiz. Once 45 minutes have passed, the
form will close and no responses shall be accepted beyond that point.

Please practice academic integrity and honesty as you answer this quiz. May you be blessed
with the magic of alchemy!

Elimination Round Questionnaire (15 Questions, 1 Point Each):

1. A reaction was predicted to produce 32.4 grams of a compound. When the product was
measured, there were only 26.1 grams made. What is the percent yield?
a. 85.56%
b. 80.65%
c. 85.65%
d. 80.56%

2. Why does an optically active solution of 2-iodobutane become optically inactive upon
addition of potassium iodide?
a. The K+ cation complexes with 2-iodobutane, making it unable to rotate
plane-polarized light.
b. Potassium iodide imparts a brown color to the solution, thereby interfering with
plane-polarized light.
c. 2-iodobutane reacts with KI to form but-2-ene and I2, which react with each other
by an electrophilic addition reaction yielding an optically inactive solution of
2-iodobutane.
d. The iodide ion reacts as a nucleophile with 2-iodobutane, yielding to substitution
products of equal amounts.

3. The reaction order is always defined in terms of what?

a. Product concentrations
b. Reactant concentrations
c. Both product and reactant concentrations
d. Neither product nor reactant concentrations

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4. Which of the following best explains the specific stereochemistry of SN2 reactions?
a. The largest contribution to the LUMO is on the backside of the carbon-leaving
group bond.
b. The leaving group repels the electronegative nucleophile.
c. There is a greater positive charge on the backside of the alpha carbon as it is
away from the electronegative nucleophile.
d. The HOMO of the nucleophile repels the HOMO of the leaving group, whose
largest contribution is on the front side.

5. For the reaction shown below, choose which statement is true.

𝑁𝑎2𝑆 + 2𝐻𝐶𝑙 → 𝐻2𝑆 + 2𝑁𝑎𝐶𝑙(𝑔)

(𝑎𝑞) (𝑔)

a. Rate of loss of Na2S = Rate of formation of H2S

b. Rate of loss of Na2S > Rate of loss of HCl
c. Rate of formation of H2S > Rate of formation of NaCl
d. Rate of loss of HCl = Rate of formation of H2S

6. Which between the two choices is a valid lewis structure for the compound BF3?

a.

b.

7. Local food item Pancit Canton went viral recently because of reports from EU and
Taiwan regarding high levels of what compound that is usually found in pesticides and is
a precursor to the industrial synthesis of ethylene glycol upon reaction with water?
a. Ethylene chloride
b. Ethylene gas
c. Methylene bromide
d. Ethylene oxide

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 𝑜
8. Predict the signs of ∆𝐻, ∆𝑆, and ∆𝐺 of the system when ammonia melts at 60 𝐶. The
𝑜
normal melting point of ammonia is -77. 7 𝐶
a. +,+,+
b. -,-,-
c. +,+,-
d. +,+,0

9. Identify which two compounds below are constitutional isomers:

(CH3)3COCH3 (CH3)2CHOCH3 (CH3)2CHOCH2CH3

a. (CH3)3COCH3 and (CH3)2CHOCH2CH3

b. (CH3)3COCH3 and (CH3)2CHOCH3
c. (CH3)2CHOCH3 and (CH3)2CHOCH2CH3
d. None of the compounds are constitutional isomers.

10. Identify the number of possible stereoisomers of the following compound.

a. 2
b. 4
c. 8
d. The compound has no chiral centers.

11. The preparation of margarine involves the process of hardening of vegetable oils,
wherein the fatty acid chain is partially hydrogenated to reduce unsaturation, to give it its
semi-solid consistency. However, it is known that unsaturated oils are healthier than
saturated oils. Why then are oils hydrogenated at all?
a. Mass consumerism requires mass production which is better met when food is
packaged efficiently for transportation.
b. Hydrogenation of unsaturated oils increases its shelf life by reducing the number
of oxidizable double bonds and gives it the semi-solid consistency akin to butter,
making it a good alternative for it.
c. Both a and b.
d. None of the above.

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12. The rate law of the following reaction was determined experimentally to be unimolecular
with respect to N2O5, where rate = keff [N2O5].

To explain the observed order dependence of the reaction rate, the following
mechanism was proposed.

(1)

(2)

(3)

Further studies show that the rate constants of the proposed mechanism are as
follows:

● k1 = 1.236 × 10-2
● k-1 = 5.79 × 10-5
● k2 = 4.6861 × 10-3
● k3 = 8.19 × 10-4

Using the steady-state approximation, predict the value of keff.

a. 1.54 × 10-10 s-1

b. 1.78 × 10-2 s-1
c. 6.14 × 10-3 s-1
d. 7.80 × 10-3 s-1

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13. Shown below is the reaction coordinate diagram of the nucleophilic substitution reaction
between 2,2-dimethylbutan-2-ol and the bromide ion. Which of the following equations
expresses the rate of the reaction?

−
a. 𝑘𝑜𝑏𝑠[𝑀𝑒3𝐶𝑂𝐻][𝐵𝑟 ]
+
b. 𝑘𝑜𝑏𝑠[𝑀𝑒3𝐶𝑂𝐻][𝐻 ]
− +
c. 𝑘𝑜𝑏𝑠[𝑀𝑒3𝐶𝑂𝐻][𝐵𝑟 ][𝐻 ]
2
d. 𝑘𝑜𝑏𝑠[𝑀𝑒3𝐶𝑂𝐻]

14. A sodium hydroxide solution contains a small amount of sodium carbonate as a result of
contamination by atmospheric carbon dioxide. A 25.00-mL aliquot requires 26.59 mL of
0.1021 M HCl to reach the phenolphthalein end point and an additional 0.99 mL to reach
the methyl red end point. Calculate the molar concentration of NaOH in the solution.

a) 0.213
b) 0.105
c) 0.166
d) 0.118

15. Consider the following reaction at 298 K, what is the ∆𝑆𝑠𝑢𝑟𝑟?

𝑜
2𝐻2(𝑔) + 𝑂2(𝑔) → 2𝐻2𝑂(𝑙) ∆𝐻 =− 571. 6 𝑘𝐽/𝑚𝑜𝑙

a. 1918 J/K mol

b. -327 J/K mol
c. 1591 J/K mol
d. 69 J/K mol

- END OF 2022 KE KELEKEMA ELIMINATION ROUND QUESTIONNAIRE -