This question is about some reactions of cyclohexanol.
Write the skeletal formula of compound A.
(2)
IR Spectrum of cyclohexanol
IR Spectrum of compound B
Identify the bonds, using both IR spectra, that help to confirm the reaction of cyclohexanol to produce compound B.
Your answer must include the wavenumber ranges of any relevant bonds.
(2)
Deduce the relative molecular mass of compound B using the mass spectrum.
Justify your answer.
(2)
Give the formula of a fragment that could be responsible for this peak.
(2)
What is the classification for this reaction?
☐ | A | addition | |
☐ | B | elimination | |
☐ | C | free radical substitution | |
☐ | D | nucleophilic substitution |
Compound | Molar mass / g mol–1 | Density / g cm–3 |
cyclohexanol | 100 | 0.962 |
cyclohexene | 82.0 |
0.811 |
Calculate the volume of cyclohexene produced.
(4)
The mixture is warmed in a water bath for 15 minutes before distilling off a mixture of cyclohexene and water.
Devise a procedure to obtain a pure, dry sample of cyclohexene from the distillate. Include a reason for each step.
[Boiling temperature of cyclohexene = 83 °C
Density of cyclohexene = 0.811g cm–3]
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