• Source: 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.

    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).


    References

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