11.3/21.1

11.3/21.1 Practice

Please complete the following activity with:

1. Data booklet

2. Whiteboard, marker and something to erase

3. Calculator

4. And if all else fails: use your notes

Questions cover all means of spectroscopic means of identification

(IHD, Mass Spec, IR, H NMR, X-ray, etc)

You will have 2 attempts and I will average your scores together if you do not achieve a 100% on the first try.

Multiple Choice

Cholesterol has the molecular formula C₂₇H₄₆O.

What is the index of hydrogen deficiency of cholesterol?

• 3

• 4

• 5

• 6

Multiple Choice

Which compound has an IHD different to the other three?

• C₂H₄O

• C₂H₇N

• C₃H₆

• C₂H₂Cl₂

Multiple Choice

Retinal has the molecular formula C₂₀H₂₈O. It contains five C=C double bonds and one C=O bond. How many rings does retinal possess?

• 1

• 2

• 3

• 4

Multiple Choice

Which row gives the correct information about ¹H NMR and IR spectroscopy?

• 1

• 2

• 3

• 4

Multiple Choice

Which compound gives the ¹H NMR spectrum shown?

• H₂C=CH₂

• CH₃CHO

• C₂H₅OH

• CH₃COCH₃

Multiple Choice

A hydrocarbon contains 85.7% carbon by mass. Its ¹H NMR spectrum shows two signals in the ratio of 3:1. Which compound is consistent with this data?

• but-1-ene

• propane

• 2-methylprop-1-ene

• propene

Multiple Choice

Which technique can be used to identify the bond lengths and bond angles in a crystalline solid?

• ¹H NMR spectroscopy

• Mass spectroscopy

• X-ray crystallography

• Infrared spectroscopy

Multiple Choice

Which is the correct order of increasing wavelength (smallest first)

• radio waves < visible < infrared < X-rays

• X-rays < visible < infrared < radio waves

• radio waves < infrared < visible < X-rays

• X-rays <  infrared < visible < radio waves

Multiple Choice

Which compound will show a signal in its ¹H NMR spectrum that is split into a doublet?

• bromopropane

• propanal

• propanone

• ethanal

Multiple Choice

Which splitting patterns will be shown by the signals due to the protons marked a, b and c in the ¹H NMR spectrum of ibuprofen?

• a = doublet, b = quartet, c = singlet

• a = triplet, b = doublet, c = doublet

• a = doublet, b = quartet, c = doublet

• a = triplet, b = singlet, c = singlet

Multiple Choice

Which information from their ¹H NMR spectra could be used to distinguish between methyl propanoate and ethyl ethanoate?

• the ratio of the area under the signal

• the number of signals

• the splitting patterns

• the chemical shift of each absorbance

Multiple Choice

Which compound shows a singlet, a triplet and a quartet splitting pattern for its three signals in its 1H NMR spectrum?

• 1,1 dichloropropane

• propan-1-ol

• 3 methylbutan-2-one

• propanoic acid