# Acid-catalysed Reaction of Ketone with Benzene to Make Benzyl Alcohol

Benzene shows electrophilic substitution reactions. Normally, anything that can generate a carbocation shows, for example, a Friedel-Crafts alkylation reaction. I wanted to know if this reaction is also possible: taking an aldehyde or a ketone with an acid, which will protonate the oxygen atom and generate a carbocation - followed by electrophilic attack on benzene. This reaction can even go further by protonation of the alcohol and forming another carbocation for a second substitution - as I've shown in the picture below. I couldn't find this anywhere, though it seems a simple way to make a benzyl alcohol - why isn't it more frequently carried out like other cases like Friedel-Crafts Alkylation, or Acylation, etc.? Something almost identical happens in synthesis of DDT using chloral and chlorobenzene.
I think that it is quite difficult to generate the carbocation in the second case as the carbon atom of benzene is $\mathrm{sp^2}$ hybridised which is more electronegative than an $\mathrm{sp^3}$ hybridised carbon atom. It makes the carbon atom that is attached to it more unstable if it carries a positive charge. So formation of a carbocation could not take place.