992 
COOEt 
| 
C—O=NH 
[eae 
CH O 
| 
CH=C—OEt. 
In harmony with this is the fact that in all the saponification 
methods investigated ammonia is readily split off. There ought then 
to be formed 6. ethoxy @ pyrone derwatives; the carmine coloration 
which oceurs with all saponification products when exposed to the 
air certainly points in this direction. *) 
An effort to effect condensation of the Na-formylacetic ester with 
malonie ester to tsoaconitic ester : 
H 
Ve RN 
C—ONa COOEt COOEt 
| | | 
CH + CH, — COOEt — CH —= CH — CNa 
| | | 
COOEt COOEt COOEt 
(triethyl-isoaconitate) 
ended in failure. The two esters certainly react on each other, but 
form Na-malonic ester and free formylacetic ester, the latter of 
which is subsequently converted into formylglutaconic ester and 
trimesinie ester.*) It is, therefore, a simple double decomposition. 
Nor has Trorpr succeeded in getting the malonic ester to react 
with acetyl-acetic ester. 
Chemistry. — “On Black Phosphorus’ 1*). By Prof. A. Smits, 
G. Meyer, and R. Pa. Beck. (Communicated by Prof. J. D. 
VAN DER Waats). 
(Communicated in the meeting of November 27, 1915). 
1. Introduction. 
Besides a second modification of white P, BrIDGMAN*) obtained 
last year a black form by subjecting white P at 200° to a pressure 
of from 12000 to 13000 kg. per e.m’. 
1) So, for instance, several of the anhydrides of the glutaconic series (which 
are hydroxypyrone derivatives) obtained by THorPE and others give a dark wine 
red coloration when their neutral solution is exposed to the air. 
2) Compare also WisLicENUs and BINDEMANN. Ann. 316. 18 (1901). 
5) In the translation of the Dutch communication some passages have been 
changed. 
4) Journ. Amer. Chem. Soc. 36, 1344 (1914). 
