JACKSON AND GRINDLEY. — ACETALS FROM QUINONES. 449 



Carbon 

 Hydrogen 



Properties of the Tetraphenoxyhydroquinone. — It crystallizes from 

 alcohol in white well developed rather thick rhombic plates, with a 

 very acute angle, which sometimes show sharp notches in the two 

 ends. When seen on the edge the plates seem to be monoclinic, and 

 are often twinned on the basal plane. Larger crystals are apt to 

 have the form of sharp spear-heads. At 210°, it shows signs of 

 decomposition by beginning to turn red. This change of color 

 increases as the temperature rises, until finally it melts at 2 19° -220° 

 giving a light red liquid, which on cooling solidifies to a red body, 

 probably the quinone. It is readily soluble in acetone ; somewhat 

 more sparingly soluble in ethyl alcohol, methyl alcohol, or chloroform ; 

 sparingly soluble in cold glacial acetic acid, more readily in hot ; 

 very sparingly soluble in benzol or ether. It is insoluble in water, 

 carbonic disulphide, or ligroine. Alcohol is the best solvent for it. 



Diethoxydiphenoxyquinone, Cg (OCgH.) 2( O CgH.) 2O2. 



This substance was obtained in some of our earlier attempts to 

 make tetraphenoxyquinone by treating dichlordiphenoxyquinone with 

 sodic phenylate dissolved in absolute alcohol, 10 grams of dichlordi- 

 phenoxyquinone were mixed with two equivalents of sodic phenylate 

 made by treating 1.6 grams of sodium with about 20 c.c. of abso- 

 lute alcohol and then adding 8 grams of phenol. On the addition of 

 the sodic phenylate the dichlordiphenoxyquinone became dark-colored, 

 and a very black tarry solution was obtained, which after standing for 

 two hours was separated by filtration from the sodic chloride formed ; 

 water was then added to the filtrate, which precipitated an oily black 

 liquid. In order to purify this liquid it was repeatedly washed with 

 water by decantation, and then dissolved in alcohol, from which 

 beautiful silky orange-yellow needles were obtained, and these were 

 recrystallized from alcohol until they showed the constant melting 

 point 128°, when after drying in a desiccator they gave the following 

 results on analysis : — 



0.2104 gram of the substance gave on combustion 0.5324 gram of 



carbonic dioxide and 0.1004 gram of water. 



Found. 



69.01 

 5.30 



