32 BIBLIOGRAPHY OF 



Wislicenus,* which are given in a table. Di-propyl-acetic acid boils 

 at 219.5 and has a specific gravity of .9215 at o Di-propyl-acetone 

 boils at 173 to 174? Sodium amalgam acting upon di-propyl-aceto- 

 acetic ester failed to produce di-propyl-/3-oxy-butyric acid as was 

 expected but decomposition resulted. 



*Ann. Chem. 186, 161. See pages ro and 29. 



WISLICENUS, J., 1882. 



Ann. Chem. 212, 239-250; J. Chem. Soc. 4 2 > 934; 

 Jsb. Chem. 1882, 370. 



Comparisons of the Combining Energies of the Halogens and 

 Sodium with Different Organic Residues. 



Many experiments were performed with acetoacetic esters and 

 the following results formulated : 



1) Towards similar organic residues the combining energy of chlorin 

 is greatest and of iodin is the least. 



2) Among compounds of the same halogen with isomeric radicals, 

 the primary show the least and the tertiary the greatest combining 

 energy. 



3) The combining energy of iodin for alcohol radicals of the same 

 category (primary or secondary) increases with the molecular weight 

 (addition of CH 2 ) this increase being the reciprocal of the increase of 

 the molecular weight. 



4) The combining energy of the halogen is considerably less when 

 the residue is an unsaturated primary alcohol radical (allyl for example) 

 but is considerably increased when the halogen is united to a primary 

 but unsaturated carbon atom (vinyl iodid for example.) 



5) A diminution of combining energy is produced by linking of CH 2 

 group united with the halogen to carboxyL The author also shows 

 that the combining energy of the sodium in the sodium-acetoacetic 

 esters is greater than that of the sodium in the sodium-alkyl-acetoacetic 

 esters. 



