Dinitrogen tetroxide ozone

On a laboratory scale the dehydration of nitric acid with phosphorous pentoxide is a convenient route to dinitrogen pentoxide (Equation 9.2). Isolation is achieved by sublimation and collection in a cold trap at -78 °C, but the quality and yield of dinitrogen pentoxide is poor if the system is not continually flushed with a stream of ozone, a consequence of facile decomposition to dinitrogen tetroxide. 

Two routes are feasible for the industrial synthesis of dinitrogen pentoxide and both are economically dependent on the cost of electricity. The reaction of dinitrogen tetroxide with ozone (Equation 9.3) was initially reported by Guye and latter by Harris and co-workers. This was later exploited and developed into an industrially useful process by chemists at the Defence and Evaluation Research Agency (DERA) in the It is mainly due to the... 

Pioneering work performed by Suzuki et al. using dinitrogen tetroxide and ozone,[40] or dinitrogen tetroxide with oxygen and a catalyst[41] for the nitration of aromatics, showed to be an alternative approach towards clean nitration. However, the isomeric composition of the nitration products obtained is similar in most cases to those of classical nitration based on nitric and sulfuric acids. 

Nitroso compounds are readily oxidized to the corresponding nitro compounds by peroxides, peroxy acids, oxygen, ozone and dinitrogen tetroxide. ... 

Pure and almost acid free N2O5 is obtained from the oxidation of dinitrogen tetroxide with ozone. 

Sulfides, including HD, undergo oxidation at sulfur. Initial oxidation produces a sulfoxide, whereas further oxidation produces a sulfone (below). Oxidants include hydrogen peroxide, perox-yacids, nitric acid, permanganate ion, ozone, dinitrogen tetroxide, and dichromate ion. Oxides of mustard are not as volatile as mustard. This may help to explain why British air raid shelters were sometimes painted using the oxidant calcium hypochlorite (Ca(OCl)2). Episulfonium ion formation is less likely in the sulfoxide of HD than in HD itself. 

Dinitrogen pentoxide (generated by mixing streams of dinitrogen tetroxide and ozonized oxygen) allowed to react countercurrently with 1-octanol, which is added dropwise at the top of a glass-spiraled reaction column, then quenched immediately with water -> octyl nitrate (Conversion 93%) added to hexamethyl-phosphoramide followed by Na-nitrite and ethyl malonate as nitrous acid scavenger, then stirred 1 hr. at 45° 1-nitrooctane (Y 95% conversion 41%). F. e. s. G. B. Bachman and N. W. Connon, J. Org. Chem. 34, 4121 (1969). 

Phosphines react with many compounds to remove oxygen and form phosphine oxides which contain the strong phosphoryl P=0 bond. Thus, triphenylphosphine forms triphenylphosphine oxide with ozone, nitric oxide, dinitrogen tetroxide or nitrosyl chloride. 

Some air oxidation occurs with all phosphites and they can be oxidised completely with oxygen or hydrogen peroxide under the appropriate conditions. Complete oxidation can also be effected with ozone, dinitrogen tetroxide, alkyl hypochlorites (6.328), amine oxides (6.329), quinones (6.330), snl-phur dioxide (6.331) and sulphuryl chloride (6.332). 

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