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This question is about the structural isomers shown - AQA - A-Level Chemistry - Question 3 - 2020 - Paper 2

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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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Answer

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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Answer

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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Answer

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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Answer

All the isomers would have the same molecular ion Mz peak since they have the same molecular formula.

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