88 BIBLIOGRAPHY OF 



MICHAEL, A., 1887. 



J. prakt. Chem. I43. 449-459; Am. Chem. J. 9. 124-129; J. Chem. 



Soc. 52, 716 ; Ber. 20, 320 (C) ; Jsb. Chem. 1887, 1536 ; 



Bull. Soc. chim 48, 521. 



Some New Reactions with Sodacetoacetic Ester. 



By the action of benzoic aldehyde on sodacetoacetic ester a com- 

 pound C22H2oNa2 07 is formed which melts at 126°-! 27° and is solu- 

 ble in alkalis. Mustard oils react with sodacetoacetic ester to form 

 mono-thio-amids. Phenyl isocyanate forms two compounds with 

 sodacetoacetic ester. Anhydrids of dibasic organic acids unite directly 

 with sodacetoacetic ester : phthalic anhydrid forming 



COCH < ^^^^3 



C6 H4 < ^Q^ ^^ CO2 C2 H5 



The action of phenols is to form coumarins. Ureas react to form the 

 ureids and sulfo-ureas form the corresponding sulfo derivatives. 

 Aldehyde ammonia forms condensation products, with sodacetoacetic 

 ester it, forms CgHiz NaN02 . Sodacetoacetic ester was also found to 

 react with lactones, amidins, primary bases, guanidin, cyanamid, 

 cyanic acid and benzoquinone. 



PERKiN, Jr., W. H., 1887. 



J. Chem. Soc. 5». 484-500 ; Jsb. Chem. 1887, 1815. 

 Dehydracetic Acid. 



After reviewing the work done by other chemists on this acid the 

 author deduces the formula 



CO2H— C — CO-CH 



II II 



CH3C — O -CCH3 



for it. The proof that it contains carbonyl is that it unites with 

 phenylhydrazin to form Cg HgOs (N2 HCe H5). It will form, no 

 acetyl derivative, therefore (two oxygen atoms being in the form of 

 carboxyl) the fourth one must be between two carbon atoms. When 

 carefully treated with potassium hydroxid, dehydracetic acid gives 

 acetoacetic acid therefore it must contain two methyl groups. When 

 treated with anilin, dehydracetic methyl ester forms lutidone deriva- 

 tives, phenyl-lutidone-carboxylic methyl ester being first produced 

 which is decomposed into phenyl lutidone, C5 NH(OH) (CH3)2 Ce H5 . 

 The bromid acetate, oxim and phenylhydrazin derivatives of dehy- 

 dracetic acid were prepared and described. 



