What is formed when toluene reacts with chlorine in the presence of light?

The hydrolysis of optically active $2-$bromobutane with aqueous $NaOH$ results in the formation of:

Given below are two statements:
Statement $I$: $(Et)_2N-CH_2CH_2Cl$ will undergo alkaline hydrolysis at a faster rate than $(Et)_2CH-CH_2CH_2Cl$.
Statement $II$: Intramolecular substitution takes place first by involving the lone pair of electrons on nitrogen.
In the light of the above statements,choose the most appropriate answer from the options given below:

Identify the major product formed when propene is treated with hydrogen chloride followed by Swarts reaction.

The order of $S_{N^1}$ reactivity in aqueous acetic acid solution for the compounds:
$(1)$ $CH_3-CO-CH_2-Cl$
$(2)$ $CH_3-CH_2-CH_2-Cl$
$(3)$ $(CH_3)_3C-Cl$

In which alkyl halide,$SN^2$ mechanism is favoured maximum?