ACETO ACETIC ESTER 51 



WESTENBERGER, BERNHARD, 1883. 



Ber. 16, 2991-2998 ; J. Chem. Soc. 46, 581 ; Jsb. Chem. 1883, 978 ; 

 Bull. Soc. chim. 42, 444. 



Isonitroso Bodies. 



The action of hydroxylamin on acetoacetic ester is given on page 

 2996 of this article. From this reaction /?-isonitroso-butyric ester, 

 CH 3 C(NOH)CH 2 CO 2 C 2 H 5 , results which is very unstable. The 

 acid is formed from it. Isonitroso-methyl-acetoacetic ester, CH 3 C 

 (NOH) CH (CH 3 ) CO 2 C 2 H 5 , and the corresponding ethyl- and di- 

 ethyl- products were produced from the corresponding substituted 

 acetoacetic esters, proving the reaction to be a general one. 



HANTZSCH, A., 1883. 



Ann. Chem. 222, 1-46 ; Ber. 17, 12 (C) ; Jsb. Chem. 1883, 1070 ; Bull. 



Soc. chim. 42, 502. 



Condensation Products of Acetoacetic Ester. 



Acetoacetic ester treated with sulfuric acid gives a condensation 

 product Ci8 H 22 O 9 , which is formed from four molecules of acetoacetic 

 ester by the separation of three molecules of alcohol. Its formula is 



( OH C0 2 C 2 H 5 ) 



C 6 H 7 ] CO 2 H CO 2 H [ C 6 H 7 . When treated with potassium 

 (CO O \ 



O 

 hydroxid and an acid it yields two products, i) Ce H 7 { CO , called 



C0 2 H 



mesiten-lactone-carboxylic acid, and 2) its ethyl ester. The radical 

 (Ce H 9 )' being designated as mesiten. The mesiten-lactone-carboxylic 



CO 2 H 



I 

 acidorisodehydraceticacidhastheformulaCH 3 C : C C (CH 3 ) : CH, 



O CO 



