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Rank the following substances in order of increasing acidity:...

Question

Rank the following substances in order of increasing acidity:

Rank the following substances in order of increasing acidity:



Answers

Arrange the solutions in order of increasing acidity.

We know ascetic acid is a weak asset that is partially dissociated. Tow. Give EJ positive, I kn, but its acidity can be enhanced by placing an electro negative atom near the car Boxley group. Then the number off Electra. Negative elements near tow. The car Boxley group increases its acidity increases. Now we have the increasing order off. Acidity can be represented. Us. Let me clear it. So let me show you the chemical formula. See, it's three c. Ohh. Double born who? For ascetic acid. Along with Si Il Who? Ej? Yeah, Well born. Oh, we have chloral acidic acid. Next we have on C c E o. We have dai chloral acid to guess it. And lastly, we have try chloral acidic acid. As who? Which double born o. We have chlorine, chlorine and chlorine. So this is try Chlor. Oh, as the dick hasn't here is the order increasing order off

This is the answer to Chapter 19. Problem number 17 Fromthe Smith Organic chemistry. Textbook on this problem gives us two sets of molecules on and asks us to rank them from least acidic to most acidic. Um and so I'm going to to do that with numbers 12 and three. Eso won is going to be least acidic. Ah, and three will be most acidic. Ah, and to obviously will be intermediate on dso in both of these sets molecules, What we need to realize is that these are benzo gases, derivatives. So we're talking about an aromatic ring with the carb oxalic acid. Um, immediately substituted onto that ring. Um, and then, ah, each of these Siri's is basically comparing, um uh, electron withdrawing in electron donating groups. Eso it. Looking at Siri's A. We're comparing just Ben's oic acid to para claure Ben's oic acid into para methyl benzo Gassid. And so the metal group is going to be electron donating, and so that's going to decrease the acidity. Here s o ah, the metal benzo Gassid is going to be the least acidic. Uh, the just men's oig acid with no ah Paris substitue in't is going to be the intermediate molecule here and the para claure Ben's oic acid where the chlorine group withdraws. Electron density from this aromatic ring is going to be the most acidic here. And so really, uh, in Sirius B, we're making, um, not the exact same comparison, but essentially the same comparison. So we're comparing electron donating a and and withdrawing groups. Um, and so Ah, the meth Oxy group is going to be donating, so that's going to be the least acidic. Ah, the metal group is going to be slightly donating s Oh, that's going to be intermediate on. And then the key tone eyes going to be electron withdrawing. And so that's gonna be the most acidic. Um, yeah. And so Thio, answer this question. We really just need to remember the rules that the textbook lays out ah, for affecting the acidity, the way this substitutes on an aromatic rain affect the acidity of a benzo Gassid. And that's the answer to Chapter 19. Problem number 17

This is the answer to Chapter 19. Problem number 27 from the Smith Organic Chemistry textbook. Ah, and this problem gives us three ball and stick models of molecules. Three car box, sell gas IDs, and it asks us to rank them from least acidic to most acidic. Um, and so I always like to start by redrawing these, Um, I think it makes it easier to work with if they're, like, line structures instead of bone sticks structures. Um, but so all three of these are aromatic carb oxalic acids, and so we need to remember our rules for the way that this works. Um And so electron donating groups on the aromatic bring are going to decrease the acidity of the carb. Oxalic acid and electron withdrawing groups are going to increase the acidity of the car back. Selig Acid. Mm. So, um, are least acidic is going to be, uh, this third molecule with the metal group. It acts as an electron donating group, and so decreases the acidity of the carb. Oxalic acid. Um, the un substituted for I guess the the aromatic ring where only the only substitute is the carb oxalic acid. I said the Benz Oic acid here, that's going to be our intermediate Oops. I should have said least acidic intermediate acidity here because we don't have electron donation or electron withdrawal. Ah, and then the tri Floro metal group eyes strongly. Electron withdrawing s Oh, this is going to be our most acidic molecule by four Here, Um, and so again, to solve this, we just need to remember the rules. Electron donating substitutes. We're going to decrease the acidity of the carb, oxalic acid and electron withdrawing substitutes are going to increase the acidity of the car box of gases. And that's the answer to Chapter 19 problem number 27.

This is the answer to Chapter 23. Problem number 35 fromthe Smith Organic chemistry textbook. This problem gives us three molecules and asks us to rank the labeled protons in each compound in order of increasing acidity. Uh, okay. And so, over on the right of drawn like a little key. So I'm gonna use the red arrow to indicate the least acidic green arrow to indicate the intermediate, Uh, or the proton of intermediate acidity in a blue era indicate the most acidic proton. Okay. And so, looking at a, um, we have a proton. See eyes on an aromatic ring, so it's not part singularly acidic. Ah, and so this will be the least acidic proton in this molecule. Um Proton, Eh, uh, is on an Alfa carbon. So it's altitude Carbonell. Um, but still less acidic than be so a is gonna be the intermediate acidity here. Ah, and then be is going to be the most acidic proton or the most acidic protons. There are two of them. Um, because, uh, it's an Alfa Carbon. Ah, and it's also bound to a benzene ring. So we're getting ah, like electrons, which are all from both sides here on. So those protons, we're going to just really be ready to fall off. Okay, so then looking at molecule be, um we have, um uh, three protons here that are all on alfa carbons. Um, but see is just on an Alfa carbon. There's nothing else going on. So that's gonna be the least acidic. Um, a is between while eso is on an Alfa carbon, and it has a benzene ring on the other side, and so that's gonna be pretty acidic. Fairly citic. Um, and then looking at proton be What we see is that this is on a new Alfa carbon between two key tones, and so this is going to be very city. Um, and so once again, be is gonna be the most acidic here for part B on then, looking at part. See, um, we have, uh, one, um Proton. That's on an Alfa Carbon. We have another proton that's part of a non electric system. Um, and then we have ah, third Proton. That is, um, that part of our hydroxy group, OK? And so Ah, proton be, um, is going to be the least acidic here. It's just it's bound to an SP three carbon, just part of an analytic system. But, um, it's still it's not gonna be as acidic as, ah, the other protons here. So then looking, um, at sea and a ah si is on an Alfa Carbon s. Oh, that's gonna be fairly acidic. That'll be our intermediate one. Ah, and then a, um, is on this hydroxy group, so it's bound to an hour on oxygen. Eso it is gonna be the most acidic. Okay. Ah, And so that is the answer to Chapter 23. Problem number 35.


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