Рет қаралды 374
This was a fun one, I hope y'all enjoy. I didn't talk much about benzaldehyde because there are already so many good videos out there about it. I'm going to look into software that can better illustrate the progression of organic reaction mechanisms using animation like I've seen with other chem youtubers. If you're interested in more about the reaction that benzaldehyde and semicarbazide undergo to form the semicarbazone, look up "alkylimino-de-oxo-bisubstitution." It's a form of carbonyl condensation.
Side notes about glycol cleavage:
There is a similar reaction to the Criegee oxidation called the Malaprade reaction, it uses a periodate salt or periodic acid instead, but the products are the same and the proposed mechanism is also thought to involve a cyclic intermediate like with LTA. It was discovered only 3 years prior to the Criegee oxidation. It works a lot better in aqueous solution because periodate salts/periodic acid aren't hydrolyzed like LTA is.
Additionally, a less studied reaction uses potassium permanganate to cleave glycols, but if the products are aldehydes, it's more likely to oxidize them further to carboxylic acids unless the reaction conditions are strictly controlled. This overoxidation isn't a problem with the Criegee oxidation or the Malaprade reaction.
These two reactions are big in the history of the analysis of carbohydrates. Now, of course, spectroscopic and chromatographic techniques are used, but I'm particularly fond of the history of organic chemistry in general and the progression of chemical analysis.
Side notes about lead (II) acetate:
Metallic lead can be dissolved in dilute acetic acid if air is passed through it, which is kinda slow, alternatively it's faster if hydrogen peroxide is added instead. Glacial acetic acid is cheap for me, I suppose household vinegar could be used which is cheap, household 3% hydrogen peroxide is cheap, otherwise aquarium air bubblers aren't expensive, mine was like $40 but some are closer to $20 depending on the GPH. Putting whatever reaction vessel is being used in boiling water bath accelerates the dissolution as well.
Lead (II) acetate prep videos:
• Making lead crystals t...
• Making lead(II) acetat...
• Lead acetate : Prepara...