Hydrogen tetraoxide

Sugimoto H, Sawyer DT, Kanofsky JR. Transient formation of hydrogen tetraoxide [HOOOOH] from the dimerization of perhydroxyl (HOO) Concerted homolytic dissociation to singlet oxygen (102) and hydrogen peroxide. J Am Chem Soc 1988 110 8707-8. 

Hydroxylation of 16 with osmium tetraoxide and hydrogen peroxide, followed by acetylation, gave 5a-carba-/ -DL-gulopyranose pentaacetate... 

When 35 was heated in acetic acid containing hydrogen bromide, the tribromide 46 was obtained as a single product in 74% yield. Debromina-tion of 46 with zinc dust in acetic acid furnished the cyclohexene derivative 47, which was converted into compound 48 by osmium tetraoxide hydroxyl-ation and acetylation. The substitution reaction of 48 with acetate ions provided carba-a-DL-glucopyranose pentaacetate (49), which gave the carba-sugar 50 on hydrolysis. ... 

Epimerization of 50 at C-3 furnished carba-a-DL-allopyranose (60). Stepwise, 0-isopropylidenation of 50 with 2,2-dimethoxypropane afforded compound 56. Ruthenium tetraoxide oxidation of 56 gave the 3-oxo derivative 57, and catalytic hydrogenation over Raney nickel converted 57 into the 3-epimer 58 exclusively. Hydrolysis of 58, and acetylation, provided the pentaacetate 59, which was converted into 60 on hydrolysis. ... 

Analogously, for preparation of racemic carba-a-glucopyranose 49 from 52, esterification of (—)-52 furnished the ester 95, which was transformed into compound 96 by debromination with zinc dust and acetic acid. Stereoselective hydroxylation of 96 with osmium tetraoxide and hydrogen peroxide, followed by acetylation, gave compound 97. Lithium aluminum hydride reduction of 97, and acetylation of the product, gave pentaacetate 98, which was converted into 99 by hydrolysis. ... 

Starting from 149, novel carba-sugar pentaacetates of the P-L-allo (168) and a-u-manno (171) configuration have been synthesized. Reduction of 149 with diisobutylaluminum hydride (DIBAL-H) and acetylation gave a mixture of acetates 162 and 163. Hydroxylation of the mixture with osmium tetraoxide and hydrogen peroxide provided compounds 164 and 165 in the ratio of 9 1. Hydrolysis of 164 gave compound 166, which was transformed into 168 by a reaction analogous to that employed in the preparation of 157 from 153. 

A powerful reducing agent and fuel, hypergolic with many oxidants such as dinitrogen tetraoxide or hydrogen peroxide. 

See Dinitrogen tetraoxide Heterocyclic bases Hydrogen peroxide... 

Hydrogen iodide ignites in contact with fluorine, dinitrogen trioxide, dinitrogen tetraoxide and fuming nitric acid. 

The solid produced by interaction of phospham and hydrogen sulfide at red heat is probably a trimeric triphosphatriazine such as phospham. The solid ignites in slightly warm air or in dinitrogen tetraoxide, and is violently oxidised by nitric acid. 

Vinyl acetate had been hydroxylated by treatment with excess hydrogen peroxide in presence of osmium tetraoxide catalyst. An explosion occurred while excess vinyl acetate and solvent were being removed by vacuum distillation. This was attributed to the presence of peracetic acid, formed by interaction of excess hydrogen peroxide with acetic acid produced by hydrolysis of the vinyl acetate. 

Osmium tetraoxide and permanganate are the textbook example reactants for the direct addition of the hydroxyl function to double bonds as shown in Figure 1. Several reagents such as hydrogen peroxide, periodate, hexacyanoferrate(III) or recently also molecular oxygen [2-6] have been used to reoxidize the different metal-oxo compounds. 

The survey of hazards and safety procedures involved in handling rocket fuels and oxidisers includes liquid hydrogen, pentaborane, fluorine, chlorine trifluoride, ozone, dinitrogen tetraoxide, hydrazine, methyl hydrazine and 1,1-dimethyl hydrazine [1]. The later volume [2] is a bargain compendium of five NFPA publications ... 

Tetrasulfurtetraimide-silver perchlorate, 0029 Tetrazirconium tetraoxide hydrogen nonaperchlorate, 4195 Tin(II) perchlorate, 4109... 

Vanadium pentoxide may be reduced to vanadium tetraoxide, trioxide, or vanadium metal by various reducing agents including hydrogen, carbon, and oxahc acid. Pentoxide may be reduced to metal by heating at high temperatures with calcium or magnesium. 

This reaction plays an important role in the oxidation of hydrocarbons, as illustrated in Scheme 1,2 5-267 self-reaction of the intermediate peroxyl radicals to form transient tetraoxide intermediates 44 was shown by the direct observation of these intermediates at low temperatures, and isotope scrambling when 2 and 02 was used in auto-oxidation with formation of Tetraoxides with secondary hydrogens (45) can undergo... 

Dithiepane can be oxidized to its 1,1-dioxide by hydrogen peroxide and this is further oxidized to the 1,1,2,2-tetraoxide by hydrogen peroxide in the presence of tungstic acid. 

An alternative procedure for the protection of L-sorbose (25), followed by oxidation at C-l and cyclization of the product to L-ascorbic acid, was developed by Hinkley and Hoinowski.257 L-Sorbose (25) was converted into methyl a-L-sorbopyranoside (37) by treatment with methanol and hydrogen chloride.258 Glycoside 37 was then oxidized with air in the presence of a suspension of platinum oxide in aqueous sodium hydrogencarbonate solution at 60°, to afford methyl ot-L-xylo-2-hexulopyranosidonic acid (38), which, when heated in hydrochloric acid, was converted into L-ascorbic acid (1), presumably by way of L-xy/o-2-hexulosonic acid (see Scheme 5). Acid 38 has also been prepared by oxidation of 37 with nitrogen tetraoxide.259,280 Yields were not reported for this reaction sequence, and it appears to offer no potential... 

---