HEXYL ALCOHOLS. 71 



with hydriodic acid, and the alcohol obtained from 

 this in the same way that normal propyl alcohol is 

 obtained from propyl bromide (p. 65). Colorless 

 liquid, insoluble in water, of specific gravity, 0.8205 ; 

 boiling point, 120. By oxidation it yields first 

 methyl-propylketone, then acetic and propionic acids. 

 The iodide C 5 H n I is a liquid, boiling at 146 ; of 

 specific gravity, 1.537 at 0. 



4. Amylenehydrate, CH.CH.OH.CH 3 . 



Amylene C 5 H 10 , which results from the action of zinc 

 chloride on amyl alcohol, combines with hydriodic 

 acid, forming the iodide C 5 H n I, boiling at 128-130, 

 which, when treated with silver oxide yields the 

 alcohol. A liquid, boiling at 105-108. Does not 

 combine with sulphuric acid, but is decomposed by it, 

 yielding water, amylene, and substances polymeric 

 with it. Furnishes by oxidation carbonic and acetic 

 acids ; acetones are formed as intermediary products. 



5. Tertiary amyl alcohol (Pseudoamyl alcohol, 

 Ethyldimethylcarbinol), ^ I C.OH.CH 2 .CH 3 . Is pre 



pared, like pseudobutyl alcohol, from propionyl chlo 

 ride and zincmethyl. A liquid, boiling at about 

 100. Yields acetic acid by oxidation. Congeals at 

 30, forming a mass of small needles. The iodide 

 C 5 H n I is a heavy liquid. 



6. Hexyl Alcohols (Caproyl Alcohols). 

 C 6 H 14 = C 6 H 13 .OH. 



1. Primary hexyl alcohol. Is contained in fusel- 

 oil obtained from grape skins. Hexyl hydride from 

 petroleum (p. 30) yields the chloride C 6 H 13 C1, from 

 which hexyl acetate may be obtained by heating 

 with potassium or silver acetate. This when boiled 

 with potassa gives hexyl alcohol, a liquid boiling at 

 150-155. The iodide boils at 172-175. 



