Name reactant $D$ together with non-organic product $E$.
Give the name of the aromatic electrophilic substitution reaction occurring.
Cumene reacts with chlorine by substitution to produce a number of different isomeric compounds with the formula $\text{C}_9\text{H}_{11}\text{Cl}$. Substitution may take place either on the aromatic ring or in the side-chain of cumene. Describe the conditions used to make sure substitution occurs only on the aromatic ring.
Draw the structures of the two major isomeric products formed in the reaction, formula $\text{C}_9\text{H}_{11}\text{Cl}$, when substitution occurs in the aromatic ring.
Describe the conditions that ensure substitution occurs only in the side-chain.
Draw the structures of two isomeric products formed in the reaction, formula $\text{C}_9\text{H}_{11}\text{Cl}$, when substitution occurs in the side-chain.
Complete the table below to show the structures of the organic products formed when cumene reacts with each reagent:\n\n- hot $\text{KMnO}_4(aq)$\n- $\text{H}_2 + \text{Ni}$, high pressure
Describe the conditions that ensure substitution occurs only in the side-chain.
Draw the structures of two isomeric products formed in the reaction, formula $\text{C}_9\text{H}_{11}\text{Cl}$, when substitution occurs in the side-chain.
A mixture of concentrated nitric and sulfuric acids can be used to nitrate cumene. This reaction follows a mechanism similar to the nitration of benzene.\n\nComplete the mechanism for this reaction.\n\n• Show all the necessary charges and curly arrows to indicate the movement of electron pairs.\n• Draw the intermediate structure.\n• You do not need to show the products.