1.1. This question concerns four compounds, A, B, C, and D.

Compounds B, C, and D can be synthesised from A using the reactions shown.

A, B, and C are liquids at room temperature, and the molecular formula of each compound is provided.

The infrared spectra of the compounds displayed characteristic absorption peaks at the following wavenumbers (cm^-1):

Identify compounds A–D from the data above, stating both the correct name and the structural formula for each.

1.2. Identify the type of reaction taking place when compound A is transformed into compounds B and C.

Give an appropriate reagent and the conditions required.

Explain why compound B is produced in a much lower yield than compound C in this reaction.

1.3. Give the type of reaction by which compound A is converted into compound D, and state the catalyst used.

Identify the other product formed alongside compound D.

1.4. Outline the mechanism for the reaction in which A is converted into D.

1.5. Put compounds A, B, and C in order of increasing boiling point, starting with the lowest.

Justify your answer.