Write the appropriate reagent over each arrow.

Question

Chemical reaction diagram illustrating various oxidizing agents with arrows indicating the appropriate reagents above each arrow.

Accepted Answer

Hey, everyone and welcome back, provide two different regions to carry out the following reaction. And the reaction in question is a conversion of cyclo pencil into cyclopse. We may recognize that this conversion corresponds to the dehydration reaction in which an alcohol undergoes dehydration to form an alkene. Let's recall one of the most common ways to do that. So first of all, we can protein our alcohol. And the reason why we're doing that is because O H is a poor living group, we want to turn it into a much better living group and we can do that by proton it using sulfuric acid. In the first step of this reaction, the lump and oxygen captures the proton followed by the loss of the conjugate base of sulfuric acid. So we can essentially indicate the formation of our proin intermediate and now that we have formed H2O that's a very good living group for us because it has a positive charge on oxygen. Mhm We can essentially apply the elimination reaction, which is an E one reaction where we have the loss of the leaving group. And we are forming a relatively stable secondary carbo ion. And when that carbo canon is formed a weak base or basically water can capture the proton. And this is how we are forming our team. So that's one of the pathways we can use. So that'll be our pathway A. And now we need to think about another possible reaction pathway B or pathway B. We are also going to think about elimination. But what if we consider E two elimination? And also let's remember that both E one and E two are favored by heat. So let's indicate the presence of heat for the formation of our carbo and pathway A. Now, for pathway B, we are first of all going to form an alky Halide out of the given alcohol first, so that we can perform an elimination reaction. E to later do that, we are going to use hydro Bromma acid instead of sulfuric acid. So the lump and oxygen captures the proton from H pr we are using hydro Bromma acid in which we are forming the bromite and ion when the protein is captured. So let's indicate the formation of our proin intermediate. We're going to draw a five member dr. Now we have H2O a very good living group. And now the bromite and ion formed in the previous stop will essentially act as a nuclear file. It will attack the electro pic position followed by the loss of the lead group. And this is how we are forming our kill bro. So that would be our five member ring with bromine attached to one of our carbon atoms. And now we want to use a strong base because we were considering elimination now because we want to make sure that elimination is favored against substitution. We're going to use heat and we are going to use a bulky base and one of the bulky bases that we know that's third bides. We're going to use TB U O minus, that's our base. The two beta positions are equivalent because there's a line of symmetry, meaning there's only one unique proton to be removed by TBI oxide. Turbo dioxide is going to capture that proton. We're going to form a pi bond followed by the loss of the leaving group. That's our E two reaction in which eventually we're getting cyclopse well done. So we got pathway B and we are ready to conclude that to synthesize cyclopse out of cyclops, we have two options for this problem. Option A that would be using sulfuric acid in the presence of heat to perform a standard acid catalyzed dehydration of alcohols. And option B that would correspond to two stops. Number one addition of hydropic acid and number two addition of third be oxide. Now both of these reactions would correspond to the addition of heat. So we can also say that we can use heat for each of these steps. Basically heat also allows us to promote the loss of the leaving group. And also to perform elimination. So we can say that or B we also want to make sure that we are using heat and essentially heat can be added for the first step because we need to supply it from the very start, right. So we can essentially state that pathway B would be addition of H pr heat. Followed by addition of TBI oxide, we can label those pathways in a green box and conclude that we can either use and acid catalyze dehydration of alcohols or we can use two reactions, addition of hydro Bromma acid and the presence of heat. And then Elina performing an elimination reaction with a bulky base such as T bide. That'll be it. Thank you for watching. And I hope to see you in the next video.

Write the appropriate reagent over each arrow.

Key Concepts

Dehydration Reaction

Reagents in Organic Reactions

Mechanism of Elimination Reactions

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