The formula $\text{C}_4\text{H}_9\text{OH}$ corresponds to four distinct alcohols, $W$, $X$, $Y$ and $Z$: $W$: $\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{OH}$, $X$: $\text{CH}_3\text{CH}_2\text{CH(OH)CH}_3$, $Y$: $(\text{CH}_3)_2\text{CHCH}_2\text{OH}$, $Z$: $(\text{CH}_3)_3\text{COH}$.
(a)[1]
Draw the skeletal formula for $Z$.
(b)[4]
In organic chemistry, acidified potassium dichromate(VI) acts as an oxidising agent. State the structural formula of the organic product obtained when each of the four alcohols above is heated under reflux with acidified potassium dichromate(VI). If no reaction takes place, write 'no reaction'.
(c)[2]
One of the alcohols, W, X, Y or Z, can be dehydrated to form more than one organic product.\n\nIdentify this alcohol and give the structural formulae of two of the products.
Worked solution & mark scheme
This 7-mark question has a full step-by-step worked solution and mark scheme. One marking point: “Correct skeletal/structural formula with O-H group shown” …