Interpreting NMR Flashcards

1
Q
A
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2
Q

What can NMR spectroscopy be used to study?

A

NMR spectroscopy can be used to study the structures of organic compounds.

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3
Q

What type of NMR spectroscopy was used to study Compound J?

A

‘H NMR spectroscopy.

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4
Q

Identify a solvent in which Compound J can be dissolved before obtaining its ‘H NMR spectrum.

A

CDCl3.

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5
Q

What is the number of peaks in the ‘H NMR spectrum of Compound J?

A

The number of peaks in the ‘H NMR spectrum of J is 3.

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6
Q

What is the splitting pattern of the protons labelled a in Compound J?

A

The splitting pattern of the protons labelled a is a triplet.

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7
Q

What is the IUPAC name of Compound J?

A

The IUPAC name of J is 2-methylpropan-2-ol.

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8
Q

What type of NMR spectroscopy was used to study Compound K?

A

13C NMR spectroscopy.

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9
Q

What is the number of peaks in the 13C NMR spectrum of Compound K?

A

The number of peaks in the 13C NMR spectrum of K is 5.

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10
Q

What is the suggested δ value of the peak for the carbon labelled b in Compound K?

A

The suggested δ value for the carbon labelled b is approximately 30-35 ppm.

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11
Q

What is the IUPAC name of Compound K?

A

The IUPAC name of K is 2-hexanol.

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12
Q

What type of medicine is atenolol?

A

Atenolol is a beta blocker.

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13
Q

What is the function of beta blockers like atenolol?

A

They are used to lower blood pressure by slowing the heart rate.

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14
Q

What are the names of the circled functional groups labelled J and K on the structure of atenolol?

A

J is an amine and K is an alcohol.

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15
Q

What is the range of δ values for the peak produced by the CH3 group labelled p in the ‘H NMR spectrum of atenolol?

A

The range of δ values for this peak is approximately 0.8-1.2 ppm.

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16
Q

What is the splitting pattern of the peak produced by the CH3 group labelled p in atenolol?

A

The splitting pattern of this peak is a triplet.

17
Q

Why was CDCl3 used as the solvent for the ‘H NMR spectrum of atenolol?

A

CDCl3 was used because it is deuterated, which avoids interference in the spectrum.

18
Q

Why is CDCl3 a more effective solvent than CCl4 for polar molecules like atenolol?

A

CDCl3 is more effective because it can dissolve polar molecules better due to its polarity.

20
Q

What was recorded in 2013 related to atenolol?

A

The 13C NMR spectrum of atenolol was recorded.

21
Q

What should be deduced from the structure of atenolol?

A

The total number of peaks in the 13C NMR spectrum of atenolol.

22
Q

What is the formula of the compound used as a standard in the NMR spectrum?

A

The compound that produces the peak at δ = 0 ppm.

23
Q

What is the δ value of the peak produced by the CH3 group in atenolol?

A

Identify this peak in the spectrum by stating its δ value.

24
Q

How many CH3 groups are in the structure of atenolol?

A

There are three CH3 groups in the structure of atenolol.

25
Q

What peak does one of the CH3 groups produce in the 13C NMR spectrum?

A

The peak at δ = 71 in the 13C NMR spectrum.

26
Q

What is the industrial production method of atenolol?

A

Atenolol is produced industrially as a racemate by reduction of a ketone.

27
Q

What is the effect of the enantiomers of atenolol?

A

Both enantiomers are able to lower blood pressure.

28
Q

What has recent research shown about the enantiomers of atenolol?

A

One enantiomer is preferred over the other.

29
Q

What is a suggested reducing agent for forming atenolol?

A

Suggest a reducing agent that can reduce a ketone to form atenolol.

30
Q

What should be circled in the structure of atenolol?

A

Circle the carbon atom in the structure of atenolol.

31
Q

How can the production of atenolol as a racemate be shown?

A

Suggest how to show that its production process by reduction of a ketone was a racemate.

32
Q

What is one advantage of using a racemate in medicines?

A

Suggest one advantage of using a racemate rather than a single enantiomer in medicines.

33
Q

What is one disadvantage of using a racemate in medicines?

A

Suggest one disadvantage of using a racemate rather than a single enantiomer in medicines.