Reactions with oxygen and hydrogen peroxide

Both oxygen and hydrogen peroxide are good electron acceptors. The latter has the higher affinity, but may react less rapidly because (H202) is not stable, and bond-breaking probably occurs as the electron transfers, whereas for dioxygen, the 

is a good electron-donor, as well as being a Thus the reactions [4.5-4.10] good nucleophile. 

Reaction [4.8] is expected if hydrogen peroxide interacts by an inner-sphere mechanism, as is expected for example, for aquo complexes. In fact, reaction [4.10] may well be the final stage for reaction [4.8], 

---

In alkaline solutions D-glucose forms 3-deoxy-D-en/f/iro-hexosulose and 4-deoxy-D-gft/cero-2,3-hexodiulose which yield saccharinic acids. Machell and Richards (57) have shown that 3-deoxy-D-en/fhro-hexosulose (14) is oxidized by 30% hydrogen peroxide to formic acid and 2-deoxy-D-erythro-pentonic acid (15). Recently Rowell and Green (58) found that 14 in the presence of oxygen also forms 15 in addition to the saccharinic acids. They inferred that the reactions with oxygen and hydrogen peroxide are very similar, but they did not present reaction mechanisms. 

Referring to reaction Schemes V and VIII, one would expect the reactions with oxygen and hydrogen peroxide to be quite different. As outlined in Schemes X and XI, the reaction with oxygen should give 15 and carbon dioxide, whereas the reaction with hydrogen peroxide should give... 

---