THE TERTIARYBUTYLBENZENES: I. ALKYLATION OF 1,4-DI-t-BUTYLBENZENE WITH t-BUTYL CHLORIDE

The alkylation of P-di-t-butylbenzene with excess t-butyl chloride in the presence of aluminum chloride in the cold produces a new aromatic hydrocarbon, m.p. 218.5–219°. Evidence is given for the presence of an alicyclic nucleus in this hydrocarbon which analyzes for C22H34. The preparation of nitro and amino derivatives from this hydrocarbon is described. The alkylation of benzene under similar conditions yielded some 1,3,5-tri-t-butylbenzene, and an improved method of preparation of this hydrocarbon from P-di-t-butylbenzene is given.