Silver nitrate solution can be used to distinguish between butanoyl chloride and 1-chlorobutane.

Give the observations you would expect when a few drops of silver nitrate solution are added to separate samples of butanoyl chloride and 1-chlorobutane at room temperature.

• Observation with butanoyl chloride:
• Observation with 1-chlorobutane:

Three unlabelled bottles are known to contain either butan-1-ol, butanal, or butanone.

A sample of each liquid is warmed with Tollens' reagent.

• Identify the liquid that reacts with Tollens' reagent and give the expected observation.
• Suggest a further simple test-tube reaction that can be used to distinguish between the remaining two liquids.
• Give the expected observation with the liquid that reacts to this further test.