4-Methylbenzyltrimethylammonium hydroxide

4-Methylbenzyltrimethylammonium hydroxide is a quaternary ammonium compound with the formula C11H18N+OH−. It can be synthesized by reacting 4-methylbenzyl bromide with triethylamine, followed by stirring with silver oxide in water.

Reactions
When heated with phenothiazine in toluene, it undergoes Hofmann elimination to form [2.2]Paracyclophane.
 * [[Image:2,2-paracyclophane.png|400px|Synthesis of 2.2-paracyclophane.]]

Paracycloheterophanes can be obtained by heating it with other quaternary ammonium hydroxides (e.g. with (5-methyl-2-thienylmethyl)trimethylammonium hydroxide to form [2.2]paracyclo(2,5)thiophenophane).