This question is about some structural isomers with the molecular formula C5H10O\text{C}_5\text{H}_{10}\text{O}C5H10O.
Identify the isomer(s) that would react when warmed with acidified potassium dichromate(VI).
State the expected observation when acidified potassium dichromate(VI) reacts.
Identify the isomer(s) that would react with Tollens' reagent.
State the expected observation when Tollens' reagent reacts.
Separate samples of each isomer are warmed with ethanoic acid and a few drops of concentrated sulfuric acid. In each case, the mixture is then poured into a solution of sodium hydrogencarbonate.
- Identify the isomer(s) that would react with ethanoic acid.
- Suggest a simple way to detect if the ethanoic acid reacts with each isomer.
- Give a reason why the mixture is poured into sodium hydrogencarbonate solution.
State the type of structural isomerism shown by isomers A, B and C.
Describe fully how infrared spectra can be used to distinguish between isomers B, C and D. Use the following data in your answer:
- O-H\text{O-H}O-H (alcohols): 3230–3550 cm−13230\text{--}3550\text{ cm}^{-1}3230–3550 cm−1
- C=O\text{C=O}C=O (aldehydes/ketones): 1680–1750 cm−11680\text{--}1750\text{ cm}^{-1}1680–1750 cm−1
State why mass spectrometry using electrospray ionisation is not a suitable method to distinguish between these isomers.