NMR

https://resource.download.wjec.co.uk/vtc/2015-16/14-15_14/eduqas/NMR_Background.html

1

How many proton environments are there _______ 
How many hydrogens are there in the peak at approximately 1 _______ 
How many hydrogens are there in the peak at approximately 3.5 _______ 
How many hydrogens are there in the peak at approximately 9.5 _______ 
The formula for this molecule is C3H6O2

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Which molecule is consistent with the spectra?

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Why is methyl ethanoate clearly not the correct option?

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What data lets us differentiate between methanoic acid and ethyl methanoate.

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What simple lab test would confirm that an ester was present?

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What wet test could be used to confirm that a carboxylic acid was present.

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What is the positive results of this test?

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Which trough on an IR specta would be present on the carboxylic acid and the the ester?_______ 

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Which trough on an IR specta would be present on the carboxylic acid but not on the the ester?_______ 

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How many proton environments are there? _______ 
How do we know ? We know that there are three proton environments as there are 3 peaks on the spectrum.

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Environment 1

1

Environment 2

1

Environment 3

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Peak 1 is a _______ 
Peak 2 is a _______ 
Peak 3 is a _______ 

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There are  _______ hydrogens on the carbon atoms adjacent to environment 1
There are _______  hydrogens on the carbon atoms adjacent to environment 2
There are _______ hydrogens on the atom adjacent to environment 3

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Analyse the spectrum to determine whether this is a spectrum for proponone or propanal.

How could you confirm your conclusion using mass spectra?

What wet tests could you use and what would the results of the test be?

What physical test could you use and how could you use the results to conform your conclusion?

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6

NMR analysis question

MS.

Origin/start line shown above bottom of paper (1)

Straight line for solvent front added and labelled (1)

Spot due to ethyl-3-oxobutanoate in position consistent with Rf between 0.4 and 0.5 (1)

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(ii) Suggest why the Rf value for ethyl 3-oxobutanoate is significantly lower than 0.45 when just hexane is used as the solvent. (2)

M1 As only ___________  forces form between them (so spot moves a ____________  distance) 

ethyl-3-oxobutanoate is __________ , hexane is ________ -polar / (1) 

M2 ___________  interaction between hexane and ethyl-3- oxobutanoate 

/ ethyl-3-oxobutanoate is less ____________  in hexane

NMR

Which molecule is consistent with the spectra?

Why is methyl ethanoate clearly not the correct option?

What data lets us differentiate between methanoic acid and ethyl methanoate.

What simple lab test would confirm that an ester was present?

What wet test could be used to confirm that a carboxylic acid was present.

What is the positive results of this test?

Environment 1

Environment 2

Environment 3

MS.Origin/start line shown above bottom of paper (1) Straight line for solvent front added and labelled (1) Spot due to ethyl-3-oxobutanoate in position consistent with Rf between 0.4 and 0.5 (1)

Which molecule is consistent with the spectra?

Why is methyl ethanoate clearly not the correct option?

What data lets us differentiate between methanoic acid and ethyl methanoate.

What simple lab test would confirm that an ester was present?

What wet test could be used to confirm that a carboxylic acid was present.

What is the positive results of this test?

Environment 1

Environment 2

Environment 3

MS.Origin/start line shown above bottom of paper (1) Straight line for solvent front added and labelled (1) Spot due to ethyl-3-oxobutanoate in position consistent with Rf between 0.4 and 0.5 (1)

MS.

Origin/start line shown above bottom of paper (1)

Straight line for solvent front added and labelled (1)

Spot due to ethyl-3-oxobutanoate in position consistent with Rf between 0.4 and 0.5 (1)

MS.

Origin/start line shown above bottom of paper (1)

Straight line for solvent front added and labelled (1)

Spot due to ethyl-3-oxobutanoate in position consistent with Rf between 0.4 and 0.5 (1)