This question is about the structural isomers shown - AQA - A-Level Chemistry - Question 3 - 2020 - Paper 2
Question 3
This question is about the structural isomers shown.
Identify the isomer(s) that would react when warmed with acidified potassium dichromate(VI).
State the expecte... show full transcript
Worked Solution & Example Answer:This question is about the structural isomers shown - AQA - A-Level Chemistry - Question 3 - 2020 - Paper 2
Step 1
Identify the isomer(s) that would react when warmed with acidified potassium dichromate(VI).
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Answer
The isomers that would react are Q, R, S, and T. The expected observation is that the orange solution will turn green.
Step 2
Identify the isomer(s) that would react with Tollens' reagent.
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Answer
The isomer that would react is T. The expected observation is the formation of a silver mirror on the test tube.
Step 3
Identify the isomer(s) that would react with ethanolic acid.
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Answer
The isomer(s) that would react with ethanolic acid is S.
Step 4
Suggest a simple way to detect if the ethanolic acid reacts with each isomer.
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A simple way to detect the reaction is to observe if there is sweet smelling liquid produced.
Step 5
Give a reason why the mixture is poured into sodium hydrogen carbonate solution.
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The mixture is poured into sodium hydrogen carbonate to neutralize any remaining acid and to identify any carbon dioxide produced.
Step 6
State the type of structural isomerism shown by isomers P, Q, R and S.
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Answer
The type of structural isomerism shown by isomers P, Q, R, and S is positional isomerism.
Step 7
Describe fully how infrared spectra can be used to distinguish between isomers S, R and T.
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Isomer R and S will show an OH alcohol peak in the range of 3230-3550 cm⁻¹. Isomer T will show a C=O peak around 1680-1750 cm⁻¹. S is unique because it will have a fingerprint region below 1500 cm⁻¹ which can be compared to a database or known spectra for identification.
Step 8
State why mass spectrometry using electrospray ionisation is not a suitable method to distinguish between the isomers.
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All the isomers would have the same molecular ion Mz peak since they have the same molecular formula.