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An acidified solution of butanone reacts with iodine as shown - AQA - A-Level Chemistry - Question 1 - 2022 - Paper 2

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An acidified solution of butanone reacts with iodine as shown. C4H8O + I2 → C4H8I + HI Give the name of C4H8I. Displayed formula The rate equation for the reacti... show full transcript

Worked Solution & Example Answer:An acidified solution of butanone reacts with iodine as shown - AQA - A-Level Chemistry - Question 1 - 2022 - Paper 2

Step 1

Draw the displayed formula for C4H8I.

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Answer

The displayed formula for the product, C4H8I, is:

     H   H   H   I
      |   |   |   |
H3C - C - C - C - H
      |   |   |   |
     H   H   O   H

The compound is named 4-iodobutan-2-one.

Step 2

Calculate the value of the rate constant, k.

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Answer

Using the rate equation:

extrate=k[extC4extH8extCOC][I2][H+] ext{rate} = k [ ext{C}_4 ext{H}_8 ext{COC}] [I_2] [H^+]

Substituting the values from Table 1:

ext1.45imes104=k(4.35)(0.00500)(0.825) ext{1.45 imes 10^{-4}} = k (4.35)(0.00500)(0.825)

Calculating:

extk=1.45×104(4.35×0.00500×0.825) ext{k} = \frac{1.45 \times 10^{-4}}{(4.35 \times 0.00500 \times 0.825)}

Thus,

k1.60imes102extmol2extdm6exts1k ≈ 1.60 imes 10^{-2} ext{ mol}^{-2} ext{ dm}^{6} ext{s}^{-1}

Step 3

Calculate the initial rate of reaction when all of the initial concentrations are halved.

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Answer

If all concentrations are halved:

extnewrate=k([C4H8COC]2)([I2]2)([H+]2) ext{new rate} = k \left(\frac{[C_4H_8COC]}{2}\right) \left(\frac{[I_2]}{2}\right) \left(\frac{[H^+]}{2}\right)

Substituting known values:

new rate=k(2.175)(0.00250)(0.4125)\text{new rate} = k (2.175)(0.00250)(0.4125)

Calculating:

new rate=3.63×105extmoldm3exts1\text{new rate} = 3.63 \times 10^{-5} ext{ mol dm}^{-3} ext{s}^{-1}.

Step 4

Suggest an observation used to judge when all the iodine had reacted.

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Answer

A common observation is the disappearance of the brown color of iodine, indicating that all iodine has reacted.

Step 5

Describe and explain the shape of the graph in Figure 1.

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Answer

The graph is exponential, showing that as the temperature increases, the value of 1/t decreases sharply. This indicates that reaction rate increases significantly with temperature, as more molecules have the required energy to react, leading to a faster completion of the reaction.

Step 6

Deduce the time taken for the reaction at 35 °C.

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Answer

Referring to the graph, we estimate the value of 1/t at 35°C, which correlates to around 0.02 s⁻¹. Hence,

t=10.02=50extsecondst = \frac{1}{0.02} = 50 ext{ seconds}.

Step 7

Calculate the value of the activation energy, Ea.

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Answer

Using the formula:

ln(k1/k2)=(Ea/R)(1/T21/T1)\ln(k1/k2) = (Ea/R)(1/T2 - 1/T1) Substituting the known values:

ln(1.55×105/1.70×104)=(Ea/8.31)(1/3331/303)\ln(1.55 \times 10^{-5}/1.70 \times 10^{-4}) = (Ea/8.31)(1/333 - 1/303) Calculate the left side, then solve for Ea:

After calculations, we find:

Ea76.2extkJmol1Ea ≈ 76.2 ext{ kJ mol}^{-1}.

Step 8

Outline the mechanism for the reaction of butanone with KCN followed by dilute acid.

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Answer

  1. Nucleophilic Attack: The cyanide ion (CN⁻) attacks the carbonyl carbon of butanone, forming an intermediate.
  2. Formation of Alkoxide: This intermediate becomes an alkoxide ion.
  3. Protonation: After this, the alkoxide undergoes protonation by dilute acid to form the final alcohol product.

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