Ryan and Devink — Condensation of Aldehydes with Ketones. 215 



The crystals are coloured a deep orange on contact with concentrated 

 sulphuric acid, in which they dissolve, forming an orange-coloured solution. 



Its alcoholic solution did not react with phenylhydrazine to form a 

 phenylhydrazone. 



Similarly attempts to prepare an oxime by the action of either hydro- 

 xylamine hydrochloride or hydroxylamine on an alcoholic solution of the 

 compound were unsuccessful. 



A chloroform solution of the substance reacted slowly with bromine to 

 form a dibromide which, after recrystallization from ether, melted with 

 decomposition at 145° C, and gave on analysis the following results : — 



0-4340 substance treated with sodium and alcohol by Stepanow's method 



1ST 

 required 17'4 c.cs. — AgiST0 3 for the complete precipitation of the bromide 



corresponding to Br. 32-04 

 C 25 H 20 OBr 2 requires Br. 32-2. 



The dibromide crystallizes in rectangular prisms, which are sparingly 

 soluble in alcohol or ether, and readily soluble in chloroform. 



4. Action of Anisaldehyde on a-Penzylidene-Methylethi/lkctone in the Presence of 



Alcoholic Hydrochloric Acid. 



The crystalline solid, which separated when a solution of 2 grams of 

 a-benzylidene-methylethylketone and 3"6 c.cs. of anisaldehyde in 20 c.cs. of 

 alcoholic hydrochloric acid was allowed to stand a few days, was filtered, and 

 then boiled with pyridine. After removal of the pyridine the residue was 

 recrystallized a couple of times from chloroform and alcohol. 



It melted at 173° C, and gave on analysis the following results : — 



04738 substance gave 0-5194 CO* and 0-0974 H.O, 

 corresponding to C 81'5, H 6 - 2, 

 a,H M 3 requires C 8177, H 61. 

 The substance forms colourless crystals, which are sparingly soluble in 

 alcohol, benzene, or ether, and readily soluble in chloroform. 



A solution of the crystals in concentrated sulphuric acid has a deep 

 orange colour. 



5. Action of Piperonal on a-Benzylidene-Methylethylketone in the Presence of 



Alcoholic Hydrochloric Acid. 



On standing a few days a solution of 2 grams of «-benzylidene-methyl- 

 ethylketone and 3'8 grams of piperonal in 20 c.cs. of alcoholic hydrochloric 

 acid deposited an oil, which was boiled with pyridine, and then precipitated 



R.I. A. PROC, VOL. XXXIII, SECT. B. [2/] 



