Nitrogen Compounds containing the Allyl Group. 191 



Base 



M.P. of 



iodide 



Salt 

 prepared 



M.P. of 

 salt 



Solvent 



[M] D for 

 salt 



[M] D for 

 basic ion 



Phenyl methyl 

 allyl ethyl 

 ammonium 



— 



d. brom 



camphor 



sulphonate 



138-9° C. 



acetone 



+ 291° 



+ 14° 



Phenyl methyl 

 allyl propyl 

 ammonium 



110° C. 



" 



169-170° C. 



" 



+ 381-5° 



+ 104-5° 



Phenyl methyl 



allyl isopropyl 



ammonium 



172° C. 



d. camphor 

 sulphonate 



167-8° C. 



mixture 



acetone 



and toluene 



- 49-3° 



-102° 



Phenyl methyl 



allyl isohutyl 



ammonium 



143° C. 



" 



173° C. 



acetone 



-6-26° 



-58° 



Phenyl methyl 

 allyl isoamyl 

 ammonium 



135° C. 



>) 



155° C. 



methylal 



+ 335° 



- 18-2° 



The value of [M] D for the d.-brom.-camphor-sulphonic ion 

 has been taken as 277°, and that of the d.-camphor-sulphonic ion 

 as 51-7°. 



In this, as in the benzyl series of compounds, there is a large 

 increase in the molecular rotatory power of the basic ion when 

 the isopropyl is substituted for the ethyl group. Here the values 

 for the propyl and isopropyl compounds, though not identical, are 

 very close together, while the substitution of the isobutyl and 

 isoamyl radicals for propyl or isopropyl results in a lowering of 

 the rotatory power. The rotatory powers are all less than that 

 of the phenyl-benzyl-methyl-allyl ammonium ion 166°. Other 

 similar series of compounds are being investigated, in which the 

 methyl group is replaced by ethyl and isopropyl, in the hope that 

 the same kind of relation may also be observed in these. 



