Timeline for Oxidation of hydroxyl groups of glucose
Current License: CC BY-SA 4.0
7 events
| when toggle format | what | by | license | comment | |
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| Aug 24, 2020 at 6:24 | comment | added | Vat | The steric factors and orbital overlap concepts make so much sense! Thanks a lot for the answer! | |
| Aug 24, 2020 at 6:22 | vote | accept | Vat | ||
| Aug 23, 2020 at 13:03 | comment | added | Zhe | That's a really good question. I think added an edit. I would think that the two-electron mechanisms more readily oxidize an alcohol (many reagents stop at the aldehyde, e.g., DMP). However, I would think that nitric acid operates via a two-electron mechanisms though I could be wrong here. If it were a two-electron mechanism, my guess is that the steric factors involved with being terminal versus non-terminal were at play... | |
| Aug 23, 2020 at 13:01 | history | edited | Zhe | CC BY-SA 4.0 |
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| Aug 22, 2020 at 8:09 | vote | accept | Vat | ||
| Aug 22, 2020 at 8:09 | |||||
| Aug 22, 2020 at 1:08 | comment | added | Vat | Thank you so much for the answer! But why wouldn't the hydroxyl group be able to stabilise a carbon radical attached to it because it too has a lone pair on it, would the attached hydrogen to the oxygen in hydroxyl affect it ability to stabilise the radical? Of so why? Also, what if the oxidation reaction is based on an ionic mechanism, how would difference in ease of the two groups be explained in this case? | |
| Aug 21, 2020 at 17:06 | history | answered | Zhe | CC BY-SA 4.0 |