(Solved): 3. An unknown compound ' A ' with the formula C3H4 reacts with 1 mol of NaNH2 (sodamide) f ...

3. An unknown compound ' $\mathbf{A}$ ' with the formula ${\mathrm{C}}_3{\mathrm{H}}_4$ reacts with 1 mol of ${\mathrm{NaNH}}_2$ (sodamide) followed by a reaction with ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{Cl}$ (ethyl chloride) to give ' $\mathrm{B}$ ' with the formula ${\mathrm{C}}_5{\mathrm{H}}_8$. 'A' also react with ${\mathrm{KMnO}}_4,{\mathrm{H}}_2\mathrm{O}$ neutral to give $\mathbf{C}$ with the formula ${\mathrm{C}}_3{\mathrm{H}}_4{\mathrm{O}}_3$. Draw the structural formulas for $A,B$, and $C$. (12 points) 4. Arrange the following three compounds in the order of increasing acidity (4 points). 5. Name the following compounds using IUPAC nomenclature ( 8 points) a) b)