312 M. Wurtz on Diallyle. 



formula should be doubled, (G 3 H 5 ) 2 =G 6 H 10 ; and he accord- 

 ingly names it diallyle. It is best prepared by treating iodide 

 of allyle with an alloy of 1 part of sodium and 2 of tin. 



When diallyle is treated with strong hydriodic acid in closed 

 vessels at a high temperature, combination ensues, but the 

 body formed, dihydriodate of diallyle , G 6 H 10 , 2 HI, cannot be 

 distilled without decomposition. It is a transparent heavy liquid, 

 usually coloured by the presence of a little free iodine. 



When this substance is treated with potash, an immediate 

 reaction takes place with deposition of iodide of potassium. The 

 liquid products of the action are monohydrate of diallyle, the for- 

 mation of which takes place thus — 



G 6 H^2HI + KHO==H 2 G + KI + G 6 H 10 ,HI, 



and diallyle. 



Sodium decomposes the dihydriodate with the formation of 

 hydrocarbons, of which hexylene is the principal. Dihydrochlo- 

 rate of diallyle, G 6 H 10 , 2HC1, is prepared by heating diallyle 

 with concentrated hydrochloric acid. 



When the dihydriodate is treated with acetate of silver mixed 

 with ether, a reaction sets in accompanied by the formation of 

 iodide of silver, which is complete at the expiration of twenty- 

 four hours. The ethereal solution filtered from the iodide of 

 silver was distilled ; after the ether had passed over mixed with 

 a little diallyle, the residue was found to consist of free acetic 

 acid and of two acetates of diallyle, one of which boils at 154°, 

 and the other at over 200°. The latter is a diacetate, 



r<6 jjiofH 2 , 



]JG 2 H 3 2 ) 2 



corresponding to the dihydriodate, and formed in accordance 

 with the equation 



G 6 H 10 2 HI + 2G 2 H 3 AgO 2 = 2 Agl + G 6 H 10 , H 2 (G 2 H 3 O 2 ) 2 . 



Dihydriodate of Diacetate of diallyle. 



diallyle. 



fH 2 



The former is a monoacetate, G 6 H 1( M ttq /p2 03 rv2\ f corre- 

 sponding to the monohydriodate. 



When the mixture of these two acetates is treated with caustic 

 potash, a dihydrate is obtained. It boils between 210° and 220°, 

 and is remarkably stable ; its composition, 



H 2 



(HO) 2 ' 



is the same as that of hexylic glycol. When this dihydrate is 

 treated with strong hydrochloric acid or with hydriodic acid, the 

 dihydrochlorate or dihydriodate are respectively obtained. 



G 6 H 14 O 2 =.C 6 H 10 | ( 



