28. Carbohydrates
Monosaccharides - Ruff Degradation
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Predict the products with the following reaction. If multiple steps are indicated, then state all the intermediate structures. Cool. So guys, let's figure out what we're working with first and then actually draw it all out. So what I'm starting off with is an aldohexose called dehydose. And my first reaction appears to be bromine water, so I know this should be a weak oxidation. My second one is peroxide and an iron 3, complex or ion and water. Okay. Now actually guys I drew it this way because I want you guys to know that, you could see that iron sulfate complex written in a lot of different ways, as long as you have some kind of elemental iron 3 plus that's all you're really looking for. You're just looking for something that's iron 3 plus to promote and to do this radical reaction, okay. So guys, you should know that this is going to be the radical decarboxylation. And I could even say decarboxylation oxidation. Right. Because we know that the aldehyde gets ox the alcohol gets oxidized to an aldehyde at the end. So let's draw the intermediate structures because it says if multiple steps are indicated draw all of them. So the intermediate structure is gonna be the carboxylic acid of the first one which is going to be this Oh. Cool. So this would be intermediate structure 1 because all I did was I oxidized that top aldehyde to a carboxylic acid. Cool? And then my second and last step is going to be to get rid of it. So then what I'm going to do is I'm going to just draw this part with an aldehyde sticking off of the top. So it's gonna be I'm really just drawing the bottom part first so Oh Oh. What's that what I'm drawing what's in that circle. Oh, CH2OH, H H. Cool. And now we know that this position gets oxidized to an aldehyde. So let's draw that, double bond O H plus CO2 gas. That is just going to be right there. Cool. And that's my rough degradation guys. We're done. That was it. Awesome. So we're done with this practice problem. Let's move on to the next video.
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