Jl6 BIBLIOGRAPHY OF 



PETERS, THEODOR, 1890. 



Ann. Chem. 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. Kven 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, CH 3 COCH 2 CO 2 C 4 H 9 , boils at i98-2O2 

 and its ethyl derivative, CH 3 COCH(C 2 H 5 )CO 2 C 4 H 9 , boils at 2ii-2i5. 

 Acetoacetic isoamyl ester, CH 3 COCH 2 CO 2 C 5 H TI , boils at 2ij-2ig 

 and its ethyl derivative, CH 3 COCH (C 2 H 5 ) CO 2 C 5 H IX , 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, SOC1 2 ; 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 C 20 H 22 N 4 O 4 S is produced. This is probably thioacetoacetic 

 phenylhydrazid which is 



CH 3 COCHCON 2 H 2 C 6 H 5 

 >S 



CH 3 COCHCON 2 H 2 C 6 H 5 



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

 hydrazin it forms phenylmethyl pyrazolonazobenzene, 



N C 6 H 5 

 / \ 



N C:O 

 II I 

 CH,C C = NNHC 6 H S . 



