Il6 BIBLIOGRAPHY OF 



PETERS, THEODOR, 1890. 



Ami. Cliem. 257, 353-358 ; J. Chem. Soc. 58, 1096 ; Ber. 23, 468 (C). 



Action of Alcohols on Acetoacetic Ester. 



When a little sodium is dissolved in the alcohol, methyl, isopropyl 

 and isoamyl alcohols will convert acetoacetic ester into the methyl, 

 isopropyl and isoamyl esters respectively, slowly at ordinary tempera- 

 tures but quickly if heated. Even in the absence of sodium, isopropyl 

 and isoamyl alcohols will thus convert acetoacetic ester if the mixtures 

 be boiled together, while methyl alcohol has no action in the absence 

 of sodium. Ethyl-acetoacetic ester reacts similarly with these alcohols. 

 Acetoacetic isobutyl ester, CH3 COCH2 CO2 C4 Hg , boils at i98°-202° 

 and its ethyl derivative, CH3COCH(C2H5)C02C4H9, boils at 2ii°-2i5r 

 Acetoacetic isoamyl ester, CH3 COCH2 CO2 C5 Hu , boils at 2i7°-2i9° 

 and. its ethyl derivative, CH3 COCH (C^ H5) CO2 C5 H„ , boils at 



226°-230° 



MICHAELIS, A. AND B. PHILIPS, 1890. 



Ber. 23, 559-561 ; J. Chem. Soc. 58, 582. 

 Thio=acetoacetic Ester. 



This substance was prepared by treating acetoacetic ester with 

 thionyl chlorid, SOCU; it melts at ioo°-ioi.° When treated with an 

 excess of phenylhydrazin it gives phenylmethylpyrazolonazobenzene 

 which melts at 156°, but when twice the molecular proportion of 

 phenylhydrazin is added in cold, acetic acid a compound of the com- 

 position C20H22N4O4S is produced. This is probably thioacetoacetic 

 phenylhydrazid which is 



CH3 COCHCON2 H2 C6 H5 



>S ; 



CH3 COCHCON2 H2 C6 H5 



it decomposes at 185° When this is heated with an excess of phenyl- 

 hydrazin it forms phenylmethyl pyrazolonazobenzene, 



N— C6H5 

 / \ 

 N C:0 

 II I 

 CH3C — C = NNHC6H5. 



