300 PROCEEDINGS OP THE AMERICAN ACADEMY 



Trichlor p-oxyhenzofurfuran a-methyl ^-carhoxylic Acid, 



CI O 



CI 



HO 



CH3 

 CO.,H. 



CI 



The ethyl ether just described is readily saponified by heating with 

 twice the calculated amount of alcoholic potash on a water bath. 

 After driving off the alcohol, and taking up with water, addition of 

 dilute acetic acid precipitates the free acid in the form of colorless 

 needles. It is purified by crystallization from glacial acetic acid, from 

 which solvent it separates out into colorless transparent needles melt- 

 ing at 258° and subliming without change. The crystals become 

 opaque on drying above 100°. 



0.2736 gram substance dried at 130° gave 0.4090 gram CO2 and 0.0439 



gram H2O. 

 0.2130 gram substance dried at 130° gave 0.3076 gram AgCl (Carius). 



Theory for CjoHgOlsOi. Found. 



C 40.61 40.76 



H 1.70 1.78 



CI 36.04 35.72 



In its behavior towards organic solvents, concentrated sulphuric 

 acid, and alkalies, the free acid is like that of the ethyl ether. 



p-DlcJilorquinonediacetoacetic Ether, C6Cl202(C6H903)2. 



The method of preparing this substance is exactly the same as that 

 described above for the mono-substitution product, except that twice 

 as much sodium acetoacetic ether is taken. The crude product ob- 

 tained is purified by crystallization from alcohol until the melting point 

 of the substance reaches 127-128°. The alcoholic mother liquors 

 always contain some mono-substitution product as well as greenish 

 yellow prisms melting at 183° (mentioned in the foot-note, page 295). 

 The substance is thus obtained in pure yellow rhorabohedra or rhom- 

 bic plates. 



0.2492 gram substance dried at 110° gave 0.4515 gram CO2 and 



0.0944 gram HgO. 

 0.3003 gram substance dried at 110° gave 0.1947 gram AgCI (Carius). 



