An acidified solution of butanone reacts with iodine as shown - AQA - A-Level Chemistry - Question 1 - 2022 - Paper 2
Question 1
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+]
Substituting the values from Table 1:
ext1.45imes10−4=k(4.35)(0.00500)(0.825)
Calculating:
extk=(4.35×0.00500×0.825)1.45×10−4
Thus,
k≈1.60imes10−2extmol−2extdm6exts−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(2[C4H8COC])(2[I2])(2[H+])
Substituting known values:
new rate=k(2.175)(0.00250)(0.4125)
Calculating:
new rate=3.63×10−5extmoldm−3exts−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=0.021=50extseconds.
Step 7
Calculate the value of the activation energy, Ea.
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Answer
Using the formula:
ln(k1/k2)=(Ea/R)(1/T2−1/T1)
Substituting the known values:
ln(1.55×10−5/1.70×10−4)=(Ea/8.31)(1/333−1/303)
Calculate the left side, then solve for Ea:
After calculations, we find:
Ea≈76.2extkJmol−1.
Step 8
Outline the mechanism for the reaction of butanone with KCN followed by dilute acid.
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Nucleophilic Attack: The cyanide ion (CN⁻) attacks the carbonyl carbon of butanone, forming an intermediate.
Formation of Alkoxide: This intermediate becomes an alkoxide ion.
Protonation: After this, the alkoxide undergoes protonation by dilute acid to form the final alcohol product.