DERIVATIVES OF ETHYL ALCOHOL. 57 



miscible with water. Strong base. The hydrochlorate 

 (C 2 H 5 ) 2 NH.HC1, w h en distilled with a concentrated 

 solution of potassium nitrite, yields nitrosodiethyline 

 (C 2 H 5 ) 2 ISrO., a liquid boiling at 177, which is decom- 

 posed by hydrochloric acid, forming nitrogen binoxide 

 and diethylamine hydrochlorate. 



Triethylamine, (C 2 IP) 3 N. Is formed from diethyl- 

 amine in the same way that this is formed from ethyl- 

 amine. Colorless, light, strongly alkaline liquid, but 

 slightly soluble in water. Boiling point, 89. The 

 hydrochlorate, when heated in concentrated solution 

 with potassium nitrite, yields nitrosodiethyline, the 

 same as diethylamine. 



Tetrethylammonium. Triethylamine and ethyl 

 iodide combine slowly at the ordinary temperature, 

 rapidly at 100, forming tetrethylammonium iodide 

 (C 2 H 5 ) 4 NL Colorless crystals, easily soluble in water 

 and alcohol. Is resolved into ethyl iodide and triethyl- 

 amine by heating. Is converted into a triiodide 

 (C 2 H 5 ) 4 M 3 , of a dark violet color, when treated with 

 an alcoholic solution of iodine. Silver oxide precipi- 

 tates silver iodide from the aqueous solution of the 

 iodide, and the filtered solution, when carefully eva- 

 porated, leaves behind fine, deliquescent crystals of 

 tetrethylammonium hydroxide (C 2 H 5 ) 4 .N".OH. This is not 

 volatile, but at 100 breaks up into triethylamine, 

 ethylene, and water. Its watery solution conducts 

 itself almost like caustic potassa, takes up carbonic 

 anhydride from the air; has a very caustic action, 

 saponifies fats, and causes the same precipitates as 

 potassa in solutions of metallic salts. 



Ethylphosphine, C 2 IPP=C 2 H 5 .PH 2 . Is produced, 

 together with some diethylphosphine, when iodophos- 

 phonium is allowed to act upon ethyl iodide in the 

 presence of a metallic oxide. To prepare it 1 part of 

 zinc white, 4 parts of iodophosphonium, and 4 parts of 

 ethyl iodide are heated to 150 in sealed tubes. The 



