No observable reaction occurs when X is treated with $\text{NaHCO}_3$. Which functional group does this test show is absent in X?
When $0.600\ \text{g}$ of X is reacted with an excess of Na, $160\ \text{cm}^3$ of $\text{H}_2$, measured at room temperature and pressure, is formed. Which functional group does this reaction show is present in X?
Use the data to find the number of moles of hydrogen atoms produced from $0.600\ \text{g}$ of X.
Therefore, show that each molecule of X includes two of the functional groups identified in (i).
When X is warmed with Fehling’s reagent, a brick red precipitate forms. Adding 2,4-dinitrophenylhydrazine reagent to X gives an orange solid. Which functional group do these reactions show is present in X? Draw the displayed formula of this functional group.
Using your answers to (b)(i), (b)(ii) and (c)(i), deduce the structural formula of X.
What is the structural formula of the organic product formed when X reacts with Fehling’s reagent?
Compound X may be both oxidised and reduced. Give the structural formula of the compound formed when X is reacted with $\text{NaBH}_4$ under suitable conditions.
What is the structural formula of the compound formed when X is heated under reflux with acidified $\text{K}_2\text{Cr}_2\text{O}_7$?