The constitution of isamic acid

1967 ◽  
Vol 45 (19) ◽  
pp. 2177-2190 ◽  
Author(s):  
P. de Mayo ◽  
J. J. Ryan

The structure of isamic acid, prepared by the reaction of isatin with ammonia, has been established. It is that of the ylid XIIa or XIIc, different from the ylid XIIb first suggested by the present authors in an earlier communication. The difference lies in an unsuspected exchange of nitrogen functions.The nature of the oxidation products with hydrogen peroxide (VII), with nitric acid, and with potassium permanganate (XXVII) has been elucidated; these do not differ from those suggested earlier.In the Appendix the action of diazomethane on N-acetyl isatoic acid is described. Three molecules of reagent are consumed in esterification, homologation, and epoxide formation.

1935 ◽  
Vol 8 (3) ◽  
pp. 352-359
Author(s):  
B. Kagan ◽  
N. Sukhareva

Abstract It was noticed long ago that rubber changes during storage, and that it loses its valuable qualities. Many authors have tried to explain this phenomenon as a union of oxygen with rubber molecules. The most interesting work on this subject was the early work of Herbst (Ber., 39, 523 (1906)). Herbst blew air for 140 hours through benzene solutions of rubber and obtained two products, C10H16O3, as a main product, and C10H16O, as a very small admixture. Later Peachey and Leon (J. Soc. Chem. Ind., 31, 1103 (1912); 37, 55 (1918)) subjected rubber films to the action of oxygen and found that for each group of C10H16, four atoms of oxygen were added and one atom of carbon was liberated. These workers succeeded in separating several compounds with different degrees of oxidation, viz., C10H16O; C10H16O 4; C6H9O 2. Herbst thought that he had obtained an addition product of oxygen and rubber hydrocarbon, but Peachey considered that the compounds were the result of a splitting and depolymerization of the rubber molecules. Boswell (India-Rubber J., 54, 981, 987 (1922)) and his students investigated the phenomenon of oxidation of rubber and obtained different oxidation products for each oxidizing agent. A solution of rubber in carbon tetrachloride oxidized by means of potassium permanganate in the absence of air (in carbon dioxide) gave a product of the formula, C25H40O, which in turn was readily oxidized in air to C30H48O2. Using 3% hydrogen peroxide as an oxidizing agent, Boswell obtained a product with the formula, C30H48O, which in turn was easily oxidized to C25H40O2.


1891 ◽  
Vol 48 (292-295) ◽  
pp. 458-459 ◽  

This paper is in continuation of a preliminary communication on the same subject; the main points contained in it are as follows: I. The metals copper, mercury, and bismuth do not dissolve in nitric acid of about 30 per cent, concentration (the acid commonly employed for the preparation of nitric oxide gas) and heated to a temperature of 30ºC., provided that nitrous acid is neither present initially nor formed subsequently. To prevent this, it is nocessary in the cases of copper and bismuth to add a small quantity of some oxidising substance, such as hydrogen peroxide or potassium chlorate, or, as less efficacious, potassium permanganate, or to pass a current of air or, lastly, such a substance as urea, which destroys the nitrous acid by its interaction.


2015 ◽  
Vol 19 (0) ◽  
pp. 55-58
Author(s):  
Zhen-xue Liu ◽  
◽  
Zhong-xue Gan ◽  
Jun-jie Gu ◽  
Qing-feng Song

2015 ◽  
Vol 15 (8) ◽  
pp. 4145-4159 ◽  
Author(s):  
A. P. Praplan ◽  
S. Schobesberger ◽  
F. Bianchi ◽  
M. P. Rissanen ◽  
M. Ehn ◽  
...  

Abstract. This study presents the difference between oxidised organic compounds formed by α-pinene oxidation under various conditions in the CLOUD environmental chamber: (1) pure ozonolysis (in the presence of hydrogen as hydroxyl radical (OH) scavenger) and (2) OH oxidation (initiated by nitrous acid (HONO) photolysis by ultraviolet light) in the absence of ozone. We discuss results from three Atmospheric Pressure interface Time-of-Flight (APi-TOF) mass spectrometers measuring simultaneously the composition of naturally charged as well as neutral species (via chemical ionisation with nitrate). Natural chemical ionisation takes place in the CLOUD chamber and organic oxidised compounds form clusters with nitrate, bisulfate, bisulfate/sulfuric acid clusters, ammonium, and dimethylaminium, or get protonated. The results from this study show that this process is selective for various oxidised organic compounds with low molar mass and ions, so that in order to obtain a comprehensive picture of the elemental composition of oxidation products and their clustering behaviour, several instruments must be used. We compare oxidation products containing 10 and 20 carbon atoms and show that highly oxidised organic compounds are formed in the early stages of the oxidation.


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