452 PROCEEDINGS OF THE AMERICAN ACADEMY. 



alcoholic solution of sodic phenylate, for the latter lost all four of its 

 atoms of chlorine, two being replaced by pheuoxy and two by ethoxy 

 groups. The bromanil, on the other hand, behaves with the alcoholic 

 solution of sodic phenylate as chloranil does with an aqueous solution 

 of this reagent, the action consisting in the replacement of two atoms 

 of halogen by two phenoxy groups. 



Properties of Dibromdiphenoxyquinone. — It crystallizes from ben- 

 zol in rather short orange-red needles with blunt points, melting at 

 266°-2G7°. It is very slightly soluble in alcohol even when hot; 

 insoluble in ether or ligroine, or in water whether cold or hot; 

 sparingly soluble in carbonic disulphide or boiling benzol, and only 

 very slightly soluble in cold benzol ; more soluble in chloroform ; 

 freely soluble in hot glacial acetic acid, slightly in cold. The three 

 strong acids have no visible effect upon it. By the action of glacial 

 acetic acid and zinc dust it is reduced to a colorless hydroquinone. It 

 reacts easily with sodic methylate, ethylate, or phenylate, and also with 

 sodium malonic ester, or aniline, but we have studied only its action 

 with sodic methylate. 



Dihromdimethoxyquinone Dimethylhemiacetal, 

 CoBr2(OCH3)2(OH)2(OCH3)2. 



This body was formed by treating 1.4 grams of dibromdiphenoxy- 

 quinone with a solution of rather less than four equivalents of sodic 

 methylate in methyl alcohol, which was made by the action of a little 

 methyl alcohol on 0.3 gram of metallic sodium. When the sodic 

 methylate was first added, there was no apparent action, but after 

 warming on the steam-bath for a few minutes a white crystalline 

 sodium salt separated. The salt was filtered out, washed with a little 

 methyl alcohol, dissolved in water, filtered again, and then dilute 

 sulphuric acid added in excess, which gave a bulky white precipitate. 

 This was filtered off, washed with water, alcohol, and ether, and then 

 dried for a short time over sulphuric acid and paraffine. The product 

 was analyzed with the following results : — 



0.2047 gram of the substance gave by the method of Carius 0.1966 

 gram of argentic bromide. 



Calculated for 

 C6Br2(0CH,,)2(0H)2(0CH3)2. Found. 



Bromine 41.03 40.88 



The dihromdimethoxyquinone dimethylhemiacetal is a white amor- 

 phous solid insoluble in all the common solvents. It melts at 178"- 



