292 H. G. SMITH. 



Preparation of the hydrazone. — The aldehyde reacts readily 

 with phenylhydrazine. The hydrazone was prepared as follows : 

 The aldehyde was dissolved in glacial acetic acid and phenyl- 

 hydrazine added ; the solution was then heated on the water bath 

 with the addition of a little sodium acetate. On adding dilute 

 acetic acid a copious yellow crystalline mass was obtained, this 

 was well washed with acetic acid, dried on slab and purified several 

 times from alcohol. The hydrazone melted quite sharply at 105° 0. 

 with decomposition. The determination of the melting point was 

 best taken on cover-slip on the surface of mercury, the closed tube 

 method not being so satisfactory. 



Preparation of the naphthocinchoninic acid. — A solution of 

 /5-naphthylamine in absolute alcohol was added to a mixture of 

 the aldehyde and pyruvic acid also dissolved in absolute alcohol, 

 this was heated on the water bath with upright condenser. In 

 less than fifteen minutes after the alcohol boiled, a yellow crystal- 

 line mass had formed, this was filtered off and washed with ether 

 until quite pure. The alkyl-/3-naphthocinchoninic acid thus 

 formed was sulphur-yellow in colour, it melted sharply at 247° C. 

 with decomposition. The formation of the product with this 

 aldehyde is easy of accomplishment, the reaction taking place 

 readily. 



Boiling point of the aldehyde. — The boiling point of the aldehyde 

 was 210° C, it is doubtful if the aldehyde be at all decomposed 

 at this temperature, but at an increased temperature sufficient to 

 entirely volatilise it slight decomposition takes place ; for this 

 reason attempts to determine its vapour density were not satis- 

 factory, concordant results not being obtained. 



The aldehyde reduced an alkaline silver solution with the form- 

 ation of a mirror, and it also answered to Schiff's reaction. 



Analysis of the aldehyde. — The aldehyde on analysis gave th& 

 following results: — 



0-1416 gave 0-4101 C0 2 and 0-1293 H 2 



= 79-03; H = 10-141 

 0-1271 gave 0-3711 C0 2 and 0-1157 H 2 



= 79-62; H = 10-119 



