In view of the fact that 9,lO-dimethylanthracenel often cited in the literature erroneously as 9,lO-dimethyl-9,1O-dihydroanthracene since the discovery of this compound,2 we have undertaken to obtain the real 9,lO-dimethyl-9,1O-dihydroanthracene.9,lO-Dimethylanthracene was reduced with sodium and the desired new compound was obtained, It was found that 9,lO-dimethy1-9,lO-dihydroanthracene on treatment with aluminum chloride is converted to 9,lO-dimethylanthracene.The acetylation of anthracene3 gives 9-, 1-and 2-acetylanthracenes, and the treatment of 9acetylanthracene with aluminum chloride rearranges it into Iand 2-acetyl compounds. Nenit-zescu4 acetylated 9,lO-dihydroanthracene and obtained 9-acetyl-9,lO-dihydroanthracene.Acetylation of 9,lO-dimethylanthracene in the presence of aluminum chloride gave 2-acetyl-9,-10-dimethylanthracene. It was shown from this experiment that the acyl group can enter also directly into the 2-position of the anthracene 'nucleus, and that meso-acylanthracene is not always necessary as an intermediate,In the Friedel-Crafts reaction of 1,2,3,4-tetramethylnaphthalene the substitution takes place only a t the 0-position of the n~c l e u s .~ This fact is probably due to the steric hindrance caused by the methyl groups a t the 1-and 4-positions. The acetylation which takes place exclusively at the 2-position of 9,lO-dimethylanthracene may be attributed to the same steric factor, inasmuch as the free benzene ring in 9,lO-dimethylanthracene as well as in lJ2,3,4-tetramethylnaphthalene is attached to a tetra-substituted nucleus.During this experiment we have experienced a slight skin-eruption, presumably caused by the acetyl compound. This fact may be of interest as compared with the similar poisoning effect of benzanthrone in view of the chemical constitution. Experimental6 9,10-Dimethyl-9,10-dihydroanthracene.-Into a boiling suspension of 0.62 g. of 9,lO-dimethylanthracene in 6 g. of ethyl alcohol was added 2.5 g. of metallic sodium in small portions. On addition of sodium the yellow crystals disappeared and a colorless solution resulted, which,