Über die Einwirkung von Aluminiumbromid auf Benzol

Abstract

W e r t y p o r o c h , Sagel: Uber die EinwirkungUahrg. 66Das P i k r a t krystallisiert aus einer verd. alkohol. Pikrinsaure-Losung in rotbraunen, zu halbkugeligen Drusen vereinigten, diinnen Nadeln, die bei 117O dunkel werden und bei 120-122O schmelzen. (24O. 761 mm). 4.761 mg Sbst.: 10.g1o mg CO,, 1.770 mg H,O. -3.135 mg Sbst.: 0 . 2 5 5 ccm N

The Reactions of Pure Hydrocarbons in the Presence of Aluminum Chloride.

“…The two latter hydrocarbons reacted with benzene to give phenylated cycloparaffins. Phenylcyclohexane and odiphenylcyclohexane as well as diphenyl were present when benzene was kept for three weeks in contact with aluminum bromide (147). These experiments give support to the suggestion that benzene is hydrogenated by the hydrogen produced during the formation of diphenyl.…”

The Friedel-Crafts Syntheses.

“…In the "cracking" reactions (16,428,443,292) and in the acylation or alkylation of various nuclei this increased activity of hydrogen is noticed (304, 60, 455, 341).…”

“…Benzene itself may introduce various alkyl groups into aromatic nuclei. On refluxing benzene with aluminum chloride, ethylbenzene (206) and cyclohexylbenzene (443) may be isolated, among other products. This is further discussed under the subject of mechanism (p. 378).…”

“…It is interesting to note that oxygen may be introduced into a nucleus as inert as benzene by means of the Friedel-Crafts reaction. It is an established fact that when oxygen is not excluded from Friedel-Crafts syntheses, one of the complicating reactions is the introduction of oxygen into the nucleus to form phenolic substances (443,206).…”