438 PROCEEDINGS OP THE AMERICAN ACADEMY. 



in a small quautitj of alcohol 7.6 grams of benzoyl chloride were 

 added, which gave the proportion of two molecules of benzoyl chloride 

 to one of the sodium salt. There was but little action in the cold, but 

 when the raixtui-e was warmed on the water bath the reaction took 

 place readily, with the separation of sodic chloride. After cooling, 

 the solution was filtered, and the solid remaining on the filter washed 

 thoroughly with alcohol and water, and then crystallized from hot 

 alcohol until it showed the constant melting point 170°. The analysis 

 of the substance dried at 100° gave the following results : — 



I. 0.2428 gram of the substance gave on combustion 0.5276 gram 

 of carbonic dioxide and 0.1230 gram of water. 

 II. 0.2173 gram of the substance gave by the method of Carius 

 0.1112 gram of argentic chloride. 



Calculated for Found. 



CeCi2(OC2U5),(oc,u^ocoCoH5)2. I. ir. 



Carbon 59.47 59.27 



Hydrogen 5.31 5.63 



Chlorine 12.57 12.65 



The yield of the dichlordiethoxyquinone-dibenzoyldiethylacetal from 

 ten grams of the salt is seven and one half grams, or about 66 per cent 

 of the theoretical yield. 



Properties of Dichlordiethoxyquinone Dibenzoyldiethylacetal. — From 

 alcohol it crystallizes in short thick prisms, or, when crystallized more 

 rapidly, in rhombic crystals with a sharp terminal angle, often col- 

 lected into curving radiated or bladed groups. It is white, and melts 

 at 170°. It is easily soluble in chloroform, carbonic disulphide, ether, 

 or benzol ; also in hot ethyl or methyl alcohol, but only slightly soluble 

 in either of these liquids when cold ; soluble in warm glacial acetic 

 acid ; slightly soluble in hot ligroine ; insoluble in water. Sulphuric 

 acid of specific gravity 1.44 saponifies it, forming tlie compound de- 

 scribed in the next section. Sodic hydrate solution, even if boiling or 

 mixed with alcohol, does not decompose it. 



The study of the action of reducing agents and of hydroxylamine 

 on the dichlordiethoxyquinone dibenzoyldiethylacetal was of especial 

 interest, because it threw so much light upon the constitution of this 

 whole class of substances. If this body was a true acetal, these agents 

 should have no action upon it ; if, on the other hand, the ethoxy and 

 benzoyl radicals were not attached to the two carbonyl groups of the 

 quinone molecule, but to the four other atoms of carbon, the substance 



