Esters oxidations, nitric acid

In general, the salts, esters, and halogen derivatives of nitric acid represent a poor compromise between performance and stability, and their future use in liquid systems appears limited. Several salts or esters of nitric acid have, however, achieved some prominence as oxidizers or monopropellants. The most important are the nitrates of alkali metals,... 

It is possible to oxidize all the CH2OH groups to carboxylic groups, if the conditions of reaction are sufficiently severe, when the content of COOH may reach 25%. The product obtained in this way is a polyanhydroglucuronic add, known as carboxycellulose or celluronic acid. When half the CH2OH groups present in the cellulose are oxidized, a product with a 13% COOH content is obtained, soluble in dilute solutions of caustic soda, ammonia and sodium carbonate. Celluronic acid can form esters with nitric acid. The properties of these esters will be discussed later. 

Figure 10. Chromatograms of methyl ether esters and methyl esters from nitric acid oxidation liquors...

He regards them as true ethers (esters) of nitric acid. Thus on treatment with sulphuric acid, these compounds yield NO 3 H, the residue O.NO 2 thus appearing to be replaced by the sulphuric acid residue. On treatment with a solution of ferrous chloride, nitric oxide and "soluble" starch are regenerated. On shaking with sulphuric acid over mercury, all the nitrogen is split off as NO. 

The corrosion behavior of tantalum is weU-documented (46). Technically, the excellent corrosion resistance of the metal reflects the chemical properties of the thermal oxide always present on the surface of the metal. This very adherent oxide layer makes tantalum one of the most corrosion-resistant metals to many chemicals at temperatures below 150°C. Tantalum is not attacked by most mineral acids, including aqua regia, perchloric acid, nitric acid, and concentrated sulfuric acid below 175°C. Tantalum is inert to most organic compounds organic acids, alcohols, ketones, esters, and phenols do not attack tantalum. 

Methylsuccinic acid has been prepared by the pyrolysis of tartaric acid from 1,2-dibromopropane or allyl halides by the action of potassium cyanide followed by hydrolysis by reduction of itaconic, citraconic, and mesaconic acids by hydrolysis of ketovalerolactonecarboxylic acid by decarboxylation of 1,1,2-propane tricarboxylic acid by oxidation of /3-methylcyclo-hexanone by fusion of gamboge with alkali by hydrog. nation and condensation of sodium lactate over nickel oxide from acetoacetic ester by successive alkylation with a methyl halide and a monohaloacetic ester by hydrolysis of oi-methyl-o -oxalosuccinic ester or a-methyl-a -acetosuccinic ester by action of hot, concentrated potassium hydroxide upon methyl-succinaldehyde dioxime from the ammonium salt of a-methyl-butyric acid by oxidation with. hydrogen peroxide from /9-methyllevulinic acid by oxidation with dilute nitric acid or hypobromite from /J-methyladipic acid and from the decomposition products of glyceric acid and pyruvic acid. The method described above is a modification of that of Higginbotham and Lapworth. ... 

Bromobenzaldehyde has been prepared by the oxidation of -bromotoluene with chromyl chloride/ by saponification of the acetal from />-bromophenylmagnesium bromide and orthoformic ester/ by the oxidation of ethyl -bromobenzyl ether with nitric acid/ by the oxidation of /j-bromobenzyl bromide with lead nitrate/ and by the hydrolysis of i-bromobenzal bromide in the presence of calcium carbonate. ... 

Cyclooctadiene is reacted with bromine to make fire-retardants. Cyclododecane is oxidized with air and then nitric acid to make a diacid containing 12 carbons. This acid is used to prepare some types of nylon, and its esters are used in synthetic lubricating oils. 

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