Cyclohexene nitric acid reaction

Cyclopentanecarboxaldehyde has been prepared by the procedure described above 2 3 by the reaction of aqueous nitric acid and mercuric nitrate with cyclohexene 6 by the action of magnesium bromide etherate 6 or thoria 7 on cyclohexene oxide by the dehydration of frarei-l, 2-cyclohexanediol over alumina mixed with glass helices 8 by the dehydration of divinyl glycol over alumina followed by reduction 9 by the reaction of cyclopentene with a solution of [HFe(CO)4] under a carbon monoxide atmosphere 10 and by the reaction of cyclopentadiene with dicobalt octacarbonyl under a hydrogen and carbon monoxide atmosphere.11... 

Alkenes can react with nitric acid, either neat or in a chlorinated solvent, to give a mixture of compounds, including v/c-dinitroalkane, jS-nitro-nitrate ester, v/c-dinitrate ester, /3-nitroalcohol, and nitroalkeneproducts. Cyclohexene reacts with 70 % nitric acid to yield a mixture of 1,2-dinitrocyclohexane and 2-nitrocyclohexanol nitrate. Frankel and Klager investigated the reactions of several alkenes with 70 % nitric acid, but only in the case of 2-nitro-2-butene (1) was a product identified, namely, 2,2,3-trinitrobutane (2). 

Examples of organic reactions in green solvents abound. One example is described in the oxidation of cyclohexenes with 30% hydrogen peroxide (Sato et al., 1998). Cur-rendy, the industrial production of adipic acid uses nitric acid oxidation of cyclohexa-... 

Protons present in aqueous acid also act as reasonably efficient electron acceptors. If the reduced hydrogen atoms are formed on metallized suspensions, catalytic hydrogenation can result. For example, in contrast to the oxidative chemistry reported earlier for cyclohexene-4,5-bis-dicarboxylic acid (Eq. 28), if the reaction is conducted in the absence of oxygen in aqueous nitric acid, catalytic hydrogenation of the double bond becomes a major pathway, Eq. (34). ... 

No atoms are lost in the cleavage reaction so that cheap cyclohexene 6 is used to make adipic acid 7 for nylon manufacture. Any of the oxidative cleavage methods from the last chapter could be used Vogel1 has a recipe using concentrated nitric acid on cyclohexanol 8 that presumably goes by dehydration to the alkene 6 followed by oxidation, and other methods are probably used industrially. 

To investigate the reaction of mineral acids with cyclohexene oxides by GC-MS. To determine the concentrations of hydrochloric and nitric acid in a simulated stack emission. 

Investigation of the reaction of hydrochloric and nitric acid with cyclohexene oxide. For the Hewlett Packard 5890 GC coupled to the 5971 Mass Sensitive Detector the instrument settings are as follows ... 

Method (a) uses nitric acid for the oxidation of the mixture of cyclohexanol/cyclohexanon available by the hydrogenation of phenol process (b) is based on hydroxycarbonylation of 1,3-butadien and process (c) on a catalytic green chemistry reaction with water as the only side product. In this process, cyclohexene is oxidized hy hydrogen peroxide in the presence of tungsten-hased catalyst under phase-transfer catalysis (PTC). 

Hessel et al. described a full process design vision for the manufacturing of adipic acid on an industrial scale [66,67]. Currently, commercial production of adipic acid comprises two reaction steps. The first step involves the selective oxidation of cyclohexane to KA oil, a mixture of cyclohexanone and cyclohexanol. The second step consists of oxidation of the KA oil to adipic acid with an excess of nitric acid in the presence of copper or vanadium catalysts. In contrast, Hessel et al. suggest that a new and direct route toward adipic add based on the direct oxidation of cyclohexene with hydrogen peroxide would be much more cost effective. This process is based on the protocol described by Noyori and coworkers and utilizes a... 

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