THE GRIGNARD REAGENT ON 0-PHTHALIC ESTERS. 11 



had a smell resembling that of phenol and showed a splendid 

 green fluorescence, either by itself or when dissolved in various 

 organic solvents. The crude oil was subjected to steam distillation 

 in order to get rid of dipheuyl, which was found to be always 

 formed as a bye-product and which easily distilled off in a current 

 of steam, the main product of the reaction being non-volatile. 

 When brought in contact with air, the oily residue became tenac- 

 ious and semi-solid, and gradually solidified to a yellow mass. 



The yield of the still somewhat impure substance was about 

 10 gr. from 17 gr. of the ester. 



In this state of purity, the solid could not be obtained in a 

 crystalline condition, for if dissolved in any organic solvent and 

 the latter evaporated off, there always remained a viscous residue. 



The residue obtained on evaporation of an ethereal solution 

 of the substance was, therefore, now subjected to fractional 

 distillation under a reduced pressure of 8 mm., and it was found 

 that the first portion of the distillate, which solidified in scaly 

 crystals, consisted of diphenyl, which had escaped distillation 

 along with steam. The main portion of the substance distilled 

 between 280° and 295° as a very viscous oil and solidified on 

 cooling in the form of yellowish crystals. These were left on 

 a porous tile, in order to remove the oily matter still adhering 

 to them, then washed with petroleum ether, and finally recrys- 

 tallised from a mixture of chloroform and ether. Small colour- 

 less glittering crystals of melting point 193-194° were thus ob- 

 tained. The substance is very easily soluble in chloroform, 

 moderately soluble in benzene and ether, and sparingly so in 

 alcohol and petroleum ether. 



Its solution decolourises neither bromine nor potassium per- 

 manganate. 



