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Which compound is the most acidic? Note that the acidic hydrogen is underlined.OHOHMeoCompound on the left Is more acidic Compound on the [ght Is more acidic...

Question

Which compound is the most acidic? Note that the acidic hydrogen is underlined.OHOHMeoCompound on the left Is more acidic Compound on the [ght Is more acidic

Which compound is the most acidic? Note that the acidic hydrogen is underlined. OH OH Meo Compound on the left Is more acidic Compound on the [ght Is more acidic



Answers

Which one of the following compounds is most acidic?

Do you regret talking PKS? So if we have acetic acid and we are comparing it to chlor acetic acid, we can tell that the clarity like asset will be more civic because it has halogen here. That is electron withdrawing. Okay. And the electron withdrawing groups have been shown to increase the acidity of compounds. Okay, so that's well electron donating groups to have the opposite effect. Cape. Now we have a nitro civic asset. Okay. It's a nitrile group and we're comparing it to pro pinoke acid. Also is an actual group. Mhm. Okay. So we will actually say the s edict the nitro acetic acid. It's more acidic because natural groups yes, they are very good electron withdrawing groups. But the closer it is to the you know the product proton, the more effective it is that you know electronic drawing. Okay, you have purple nitric acid again. And we are comparing it to yeah, the amino propane OIC acid or acetic acid actually. Okay, but it has positive has the ammonium ion here. Okay, so we know that these ammonium ca lions are amazing electron withdrawing group. So then we know that. Okay, this one will be most acidic. Okay then we have friends of asset and we're comparing it to the pair of meth oxy been so acid. So we know that you know this myth oxy you know, is connected to the fennel by the oxygen like as long pairs that is able to donate into the range of beginning making it an electronic dining group here. Okay, so because of that that is you know, but is actually decreasing acidity compared to the to the regular penciled acid. Yeah. So electron donating group decreases acidity cheap. And we have a guy Brunswick asset. Mm To end this one first is a depends on acid where we have, you know, a car box of late on the other end. Okay. So you know that the Ceo H. Is an electronic drawing group. Okay. But not when we have this already dipper nated version. It's a contribute based. So the fact that one side is already deeper eliminated. Actually, it would be quiet even harder to get the other side to be impregnated compared to one that does not, but it's just, you know, ready for deportation. So you know that yes, that Caracciolo gas, it is a better acid. You see this one, I'll have some nuclear physical properties here with that. And I am okay now we're looking at math. No, it acid and we're comparing it to the civic asset. Looks like that. Okay. And we know, okay, this has a method versus the hydrogen method groups are uh, we're seeing this one again, electron donating groups is not, it's good for acidity and this actually decreased acidity. Okay, now have a floral acetic acid versus a quarrel, acetic acid. What we can know here is that if we look again at the chart, we can see the cornering is actually more electron withdrawing and Florrie. Okay, so we can say that, okay, the chlorophyll gas, it should be more acidic. Okay, the next example we have here your school is that's the same thing with a pair of floral versus a pair of chloral ben Zobrist acid. And again, it will always be, the chloral is more electoral drying. So you'll be able to improve acidity the best.

Percent is more. Which one of the foreign compounds keep them most medical attention. So we have the judgment of the following components. The city doesn't will be held there, come home after the animation of X plus. Negative charge is highly stable. Their command the left as a director. So in the first round sounds we have my program. This X was released. Then negative childhood. Come here. This negative challenged people by the U minus. I grew okay but correct another day because in that day option here is that because. Yeah and that this happened and this happened is ready yesterday. But if it is released then negative charge will come at this car. How did this how? And negative charge is present. This carbon So negative child is considered with that three car would go Due to resonance with the three card group. This negative will be highly east. So we can see that this compound has not most acidic. So this is the correct option. I hope we will be getting a correct answer. Okay. Thank you. Yeah.

This question asked us to rank the indicated hydrogen is in each of these compounds from most acidic to least acidic. And so we know that resonance will stabilize a base. And we can judge these hydrogen acidity based on the stability of their constant basis. So the contact base would be an an eye on if the loan hair on that carbon nestle carbon on and the more residents stabilization that it has from these carbon eel groups, Um, the better stabilize that base will be in there for the more acidic that hydrogen will be. And so I remember that the carbon over can only stabilize the carbon I And if it is right next to it, it's like this carbon. Uh, this one could be saved life by this carbon eel, but not by this one. So this one has one Carbonneau groups utilizing it. Um, looks it was in the contra bass. This one is has these sp three carbons in between it and each of these Carbonell works, So this one cannot be stabilized by either Carbonell Group and therefore is not very acidic since is very stable. This one, however, is stabilized by both of these Carbondale groups because their bull one bond away from it. So that makes this one the most acidic. Since it would have the most stable conjugal base, this one will be next. Since that is, uh, it is the next most stable conjugal basis stabilised one Karmiel group, and this one in the middle will be be at least, um, acidic, since it is an unstable contra bass compared to the other two.

Okay. This problem is asking us which of these hydrogen is most acidic on this molecule. So acidity is essentially the ease of losing a proton. Right? Because if I have a strong acid, for example, let's just say I have, um h I or HBR or HCL, for example. These air as we know very strong acids and the reason that they're so um acidic is because they're protons are very easy to lose. Right, Because if I lose this proton due to a base, let's just say I have our own minus that our A minus is gonna take off that proton with these. And the electrons are gonna go onto this Aydin and same thing with this HCL, right? I'm gonna lose this proton and the electron is gonna move on to the CL. So why is this considered to be a strong acid? The reason is because of their contract basis, right, the stability of the contract basis, right, because I'll end up with the idea I had died and then I'll end up with C l minus. These are very stable conjugal bases because they're so un reactive, it's not favorable at all. Too prone eighth ease because they will lead to a very strong asset, right? These are very weak, very weak congregate basis. So whenever I have a weak contact base, that means it is a stable conjugate base. That means that its conjugate acid is going to be very acidic, right, Because we do not want to make a stable compound, stable compound mawr unstable, right. And I would make it more unstable by making it into the pro native versions. So when it comes to acidity, I'm looking for if that hydrogen was lost, would it contribute to a stable conjugate base? Okay. And a stable contact base could be a variety of things. We could, um, analyze the polarized ability of the of the atom. It's, um, centered on. We can analyze the residents, um, stability of that Adama's well, ah, lot of things right. So let's go ahead and look at these individually and determine those factors. So first up, I'll start off with this one. If we use a base two d protein, it the hydrogen, I would end up with electrons on this carbon get, so let's go ahead and raise a couple things. I'll raise that hydrogen. I'll raise this bond. Let's go ahead and redraw that. Okay, So, okay. And they're a set of electrons on that carbon. Okay, So a couple of things here, first off, a set of negative charge or a negative charge in general is not favorable. Toe have on a carbon, especially not an SP to hybridize carbon, right? Because carbon, as we know, is not very electro negative. If we can avoid a negative charge on that carbon, it would be very favorable to do so. So the way to fix this is to go through residents forms, right? So I always want to make the, um, negative charge on a very electro negative atoms. So I see an oxygen right here. Let's go ahead and see if I can put that negative charge on the oxygen. So one might think that way would be able to move these electrons onto this pie bond and then therefore, move the electrons from that pie bond onto the single bond to eventually move these electrons from that pie bond onto the oxygen. Okay, so that looks like a possibility. But if we analyze this closely, I would end up with this So, first off, I'm making a triple bond, and then I'm getting rid of that triple bond to make it a double bond. So making a double bond, followed by a double bond. Okay, so I end up with a carbon right there. So this carbon corresponds to this one. Okay, but as you can see, if I had that right there, I still have a hydrogen in this position, right? Because we always have to things associate with this carbon. I still have this hydrogen there, so that is not a possibility, right? We can't make that residents form in the first place, so that carbon has nowhere else to go. Those electrons have nowhere else to go on the carbon. So that is stuck or localized on the carbon. That is a, um unstable, um, contact base. Right. We wanna have the stable country base, so let's go through the next one and see if it's more stable as a contact base. So for this one, this is a very good possibility, right? Because we would have a base come in, and deep protein ate that hydrogen, meaning that the elections would have to move on to this carbon to eventually make my contact base. So that would look like something like this in which I have a set of electrons on this carbon. Okay. And then we'll have I should say our groups right here. Okay, So is this a stable country base? The answer is very much so. Yes, right. And the reason behind that is because we are able to resonate these electrons throughout both carbon eels. Right? I can move them onto this Carbonell and end up with a negative charge on the oxygen. Or I would have the option of moving those electrons onto this carbon and move those up to that oxygen. So the ability to d localize those electrons in both directions, especially if I'm able to move them onto oxygen's means that that is a very, very strong or sorry, very stable contact base, meaning that its conjugate acid, the form that it's in currently is a potential candidate for the strongest asset. Write the most acidic hydrogen. Okay, now, let's analyze this one, This hydrogen. So this one is very similar to the one we just discussed because I'm able to resonate those electrons as a colleague base onto the carbon and then eventually move them on to this two. D localized them to eventually move on to the oxygen. But this one is even less acidic than the previous one, because these electrons are on Lee able to cycle into this Carbonell as opposed to both carbon nails. So if I'm able to do localize a set of electrons, um, into mawr, um, atoms, for example, that means it is a more stable contact base. But because I'm only able to the to do localize them into one set of of Carbondale, that means it is not as stable as a Z previous one. So this one still stands as the most acidic hydrogen. Okay, And then last but not least, we're analyzing this hydrogen. So is this considered to be stable as a contact base? So let's go ahead and analyze that. I'll use the base department, the hydrogen, move those electrons onto this carbon. So this would end up looking like this, in which I have my cycle Hexen my electrons right there. My 08 Right there. And then let's just call this, um, instead of our groups. Okay, so is this a stable and I on? The answer is No, Not at all. Right, Because we only have the ability to move those electrons onto this carbon, right? We can't move them this way. We can't move them this way. Right? Because if were to do that, um, the carbons would exceed their architects. Right? So I can't do anything with those side of electrons. Those air localized on the carbon, meaning it is very unstable. Right? So that means that does not have a very acidic proton as a contact acid. So when it comes to acidity, this one and the center, this one is the easiest to lose because it's conjugal. Base is so stable, right? So that middle hydrogen between the two Carbonell is the most acidic one.


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