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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. Isomer P: 1. Identify the isomer(s) that would react when warmed with acidified potassium dichromate(VI). S... 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 isomer(s) that would react are Q, R, S, and T. The expected observation is a change in color of the solution to green, indicating the reduction of potassium dichromate(VI).

Step 2

Identify the isomer(s) that would react with Tollen's reagent

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Answer

The isomer that would react with Tollen's reagent is T. The expected observation is the formation of a silver mirror on the inner surface of 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 are P, Q, R, and 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 the production of bubbles of carbon dioxide gas, which indicate an acid-base reaction.

Step 5

Give a reason why the mixture is poured into sodium hydrogencarbonate solution

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Answer

The mixture is poured into sodium hydrogencarbonate solution to neutralize any unreacted acid present in the mixture.

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 and T

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Answer

To distinguish between isomers S and T using IR spectra, one can look for specific absorbance peaks. Isomer S will have a broad O-H stretch peak around 3230-3550 cm⁻¹ due to alcohol or phenol groups, while T may show a C=O stretch around 1680-1750 cm⁻¹ indicating a carbonyl group. Additionally, the fingerprint region below 1500 cm⁻¹ can provide unique spectral features 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

Mass spectrometry using electrospray ionisation is not suitable because all isomers can have the same molecular ion M ext{Z} peak, making it difficult to differentiate among them based solely on mass.

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