194 Messrs. Frankland and Duppa On the Acids [April 27, 



On this view, the following equations represent the formation of this 

 ether. 



,8c 2 H 5 Iodide of ^ OH Zincamylo- 



Ethyl oxalate. amyl< amylate. 



(Zn C- HH-I I H /~t TT *\ r r\ TT 



OO.E, +2H 2 0=C 2 j OC 2 H,+ C |f"}+Zn"{gg 

 O C 2 H 5 I O C 2 H 3 Hydride of 



Ethylic ethyl- amyl. 

 amylhydroxalate. 



Ethylic ethyl-amylhydroxalate is a straw-coloured oily liquid, possessing 

 an aromatic but somewhat amvlic odour and a burning taste. Its specific 

 gravity was found to be '9399 at 1 3 C. It boils between 224 and 225 C. 

 A determination of the sp. gr. of its vapour by Gay-Lussac's method gave 

 the number 6'29, the above formula requiring 6'92. 



Section C of the oily product, boiling about 262 C., was next submitted 

 to investigation. It gave results on analysis agreeing well with the formula 

 C 14 H 28 3 . 



The body is therefore ethylic diamyloxalate, the normal homologue of leucic 

 ether, as seen from the following comparison : 



f(C 2 H 5 ) 2 f(C.H u ), 



C J QH r OH 



2 j O 2 1 O 



I OC 2 H 5 IOC 2 H 5 



Leucic ether. Ethylic diamyloxalate. 



The production of ethylic diamyloxalate is explained by the following 

 equations : 



. O C 2 H s I OC 2 H 5 Zinc amylo- 



Ethylic oxalate. Amyl iodide. Ethylic zinc-mon- ethylate. 

 amyl-diamyloxalate. 



H u ) 2 



c * o- 



V. O Cg Hg V. V \J 2 *- L 5 



Ethylic zincmonamyl- Ethylic diainyl- 



diamyloxalate. oxalate. 



Ethylic diamyloxalate closely resembles the two foregoing ethers in its 

 appearance and properties. It is, however, a thicker oil, and flows less 

 readily, and it has the lowest specific gravity of any ether belonging to this 

 series, its density at 13 C. being only '9137. The following comparison 

 of the specific gravities of all the ethers of this series shows that they 

 generally increase inversely as their atomic weights. 



