Predict the major products of the following reactions, and giv...

Question

Predict the major products of the following reactions, and give the structures of any intermediates. Include stereochemistry where appropriate.

(c)

Accepted Answer

Hey everyone and welcome back in today's video, we are going to tackle the following problem for the following reaction. Give the structures of the major products and propose the structures of any intermediate. Make sure you include stereo chemistry in your answer, if we examine the given reaction, we understand that the starting material is an AL king due to the presence of that double bond at this position. Right? And if you look at the conditions of this reaction, number one, boring and tetra hydro ferrin followed by hydrogen peroxide and hydroxide essentially recorded these two conditions imply that such a reaction between an alkaline and these regions and two steps imply that the reaction may be classified as borough hydration oxidation. Remember that in this reaction we're using our al keen to produce an alcohol. So we may label our final products as an alcohol. Right? And essentially, if you recall the more comic of school, we also have to keep in mind that according to the poor hydration oxidation mechanism, we are going to produce an anti my cabinet cough product right now. According to the more comic of school, we are going to add hydrogen to a less substituted position and the alcohol group at the more substituted position. But this is not the case here, we're producing an ante Markovic of products. So we are reversing that now because we're also interested in an intermediate. Let's remember what the intermediate is in that mechanism. So in the first step when we are adding boring in tetra hydro ferrin. Keep in mind that that tetra hydro foreign is the solvent here. It's not really bonded to boring. Generally just stabilizes boring such that it doesn't produce its timer so that we have an equilibrium shifting towards the formation of B three and an equilibrium between boring and die boring. Okay, so this is very important. Now, the only part that is interesting to us is worrying itself. In the first step of the reaction, we will have bees to let's throw it out. So be H2 bonded to that another hydrogen right approaching the double bond and B H two will approach the less substituted carbon G 22 reasons one of them is hysteric hindrance effect. Right. B H two is a larger group. So it's easier for its approach. And another which is the major reason is the electronic effect because hydrogen is more electro negative that will be attracted by the carbon that is more substituted because that carbon can bear the positive charge better. Now, when the molecule of worrying approaches, we have that edition, which is a syn addition. So you may say that this addition is sin, meaning we can add hydrogen bees to in sin arrangements such that two bonds will be pointing up or down. Right, so we have we have two possibilities. Let's just throw one of our intermediates and let's say that the other one is it's in and tomorrow. Okay, so the intermediate that we get is the following supposing that we add hydrogen pointing up the beach to group that we're adding is also pointing up because that's in addition. Right. Or we may have two wedges. Two dashes. My apologies, indicating that they are both pointing down. Now. That means this original ethyl group will be pointing down. So we may say there's an ethyl group pointing down. So this is our intermediate. But keep in mind that there is also is an antimatter produced if we are adding the two groups below the range. Right? So the two groups will be pointing down in sin arrangement. So that would be our intermediate. We may just label it because the problem was asking us to indicate intermediate. And how if we think about our next step and the next step, we are essentially using hydrogen peroxide in the hydroxide. So what happens is basically that hydroxide replaces beach to the mechanism is a bit complicated. It's not really an essence to reaction. So don't think about the inversion of configuration. There is no nuclear attack at this position. You have to keep in mind that the configuration at the center is not reversed. If you're seeing a wedge, there will still be a wedge for that age group. So essentially the alcohol that we're producing is the following one from the structure that we have drawn, we are producing this alcohol. So there will be an ethyl group pointing down Haijun pointing up a wage is pointing up. Right? Because we have sin arrangement. And that would be it. Don't forget that we are also producing is an anti tumor just as before we said, there is the humor of that intermediate. So we're also producing the humor of the alcohol itself. So there will be two products. We may label these as our products we see our intermediate, and we may simply conclude that the correct answer choice to this multiple choice question is C. However, if you have any questions, don't hesitate to leave a comment down below in the comment section and thank you for watching.

Predict the major products of the following reactions, and give the structures of any intermediates. Include stereochemistry where appropriate.
(c)

Key Concepts

Hydroboration-Oxidation

Stereochemistry

Regioselectivity

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