Where does the O-O-H come from in this hydroboration-oxidation mechanism?

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SUMMARY

The discussion centers on the origin of the O-O-H group in the hydroboration-oxidation mechanism. Participants clarify that the additional oxygen atom in the O-O-H group arises from the dissociation of NaOH into Na+ and OH-, despite initial confusion regarding electron counts. The role of H2O2 is also emphasized, indicating that multiple molecules of H2O and H2O2 can participate in the reaction, contrary to the initial assumption that only one of each is involved. This highlights the importance of understanding the stoichiometry in reaction mechanisms.

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  • Understanding of hydroboration-oxidation mechanisms
  • Familiarity with the dissociation of NaOH in aqueous solutions
  • Knowledge of the role of hydrogen peroxide (H2O2) in organic reactions
  • Basic grasp of electron counting in chemical reactions
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  • Study the detailed mechanism of hydroboration-oxidation reactions
  • Research the dissociation process of NaOH and its implications in organic chemistry
  • Learn about the stoichiometry of reactions involving H2O and H2O2
  • Explore electron counting methods in reaction mechanisms
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Chemistry students, organic chemists, and anyone interested in understanding reaction mechanisms and stoichiometry in organic reactions.

Lo.Lee.Ta.
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I cannot for the life of me figure out where the O-O-H comes from that got added in the
3rd step! :confused:

Here's image of the reaction mechanism:

boricacid.jpg


The H2O is not used until the last step and the H2O2 has already been used (except for the H+), so the other O that adds to the OH- to form O-O-H must be coming from the NaOH when it dissociates into Na+ and OH-...
But this would not make sense because we would have an OH- and an O- adding together, and that would be too many electrons! :confused:

Thank you so much! :)
 
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There is more of H2O2 from where it came from.
 
Oh! Okay! I thought that there could only be one molecule of H2O and H2O2 and NaOH because that is what is shown on the reaction arrow.
But, I guess, that only shows what is being used...not the quantities of each...

Thank you! :)
 

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