OXOXIUM COMPOUNDS MCINTOSH 99 



"disturbing" must differ from those just described since lique- 

 fied hydrogen chloride has a low Eotvos constant*, and is pre- 

 sumably, associated. If Lewis' views on the sharing of two 

 electron pairs by hydrogen be accepted this difficulty disappears. 

 H + + — — 



CH3 :0: H: CI : H CI CI 

 CH3 

 Compounds with the Halogens 



Comparatively few of these compounds have been made, 

 but our investigations" have shown no exceptions to the follow- 

 ing rules for saturated^, aliphatic molecules: 



1. A mono-acid alcohol unites with one halogen atom. 



2. A ketone or an ether unites with two'. 



3. An ethereal salt (an acetate) unites with three halogen 

 atoms. 



The ketone complex can have the constitution 



CH3 

 CH3 :C :6: Br 

 Br 



and calls for no further comment. 



The oxides present more difficulty. Lewis suggests the 

 formula 



+ — 



C. Hs :0: Br Br 

 CjHs 



since Plotnikof has shown that a solution of ether in bromine 

 conducts the electric current. 



6. Steele, Mcintosh and Archibald, loc. cit. 



7. Mcintosh, Jour. Chem. Soc, 85.919. (1905). 



8. I except Schutzenburger's compound, C4H10O Brj which always 

 contains a large amount of acid. 



9. With ethylene o.xide. See Maass and Boomer, Jour. Am. Chem. 

 Soc. 44.1709 (1922). 



