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Rank the reactivity of the compounds shown below when using Eriedel Crafts alkylation reaction , Make sure you label which is least reactive and most reactive. (5 p...

Question

Rank the reactivity of the compounds shown below when using Eriedel Crafts alkylation reaction , Make sure you label which is least reactive and most reactive. (5 pts)CH,Provide a plausible mechanism for the reaction shown (6 pts) NaNH; NHzNH;()HycoH,coHco

Rank the reactivity of the compounds shown below when using Eriedel Crafts alkylation reaction , Make sure you label which is least reactive and most reactive. (5 pts) CH, Provide a plausible mechanism for the reaction shown (6 pts) NaNH; NHz NH;() Hyco H,co Hco



Answers

Rank the following aromatic compounds in the expected order of their reactivity toward Friedel-Crafts alkylation. Which compounds are unreactive? (a) Bromobenzene (b) Toluene (c) Phenol Aniline $\quad$ (e) Nitrobenzene (f) $p$ -Bromotoluene

Let's this the following in order of decreasing reactivity towards nuclear feel like attack the reactivity oven Alba hide toward nuclear filic. Substitution is more than yeah, a key tone because in an elder hide really small hydrogen attached to a Carbonell carbon, which gives less Derek effect than a key tone in which a bulky our group is present. More stare kindred. It's of the compound equals less reactivity towards nuclear filic substitution. So let's arrange the molecules in order of decreasing reactivity. So the most reactive beer Aldo hide. So this would be number one most reactive Number two beer tone number three, number four. Very much number five and number six. This would be the least reactive, so we're going from most reactive to least reactive.

Rank each of the following compounds from most reactive to least reactive toward nuclear Filic Edition, the most reactive. Be the third molecule here. This molecule here would be the most reactive because the No. Two group okay, is an electron withdrawing group. Yeah. Mhm. Yeah. Okay. Yeah. And this enhances the Electra Filic Nature. Yeah. Mhm. Mhm. Yeah. Of the carbon or carbon. Yeah, yeah, yeah. And as a result, the nuclear file is readily added The second most reactive. Is that first compound here? Yeah. Yeah, for this compound. You see that there is Uhh No group for no releasing group. Okay. Mhm touched to the pura. Yeah, or or so position. Yeah, to the carbon. Um, carbon, Yeah. Mm. This is so better activity. Yeah, yeah, yeah than the others present. Yeah, the third most reactive. His fourth compound here. Yeah. Mhm. Mm. Mhm in the isopropyl group. Yeah, yeah. Mhm. Mhm. The the pair of position for decrease. Yeah. Activity. Okay. I mean the least reactive. This one here. Yeah. Mhm. And this one is the least reactive because the oh ch three groups is an electron releasing group. Mhm. That decreases the nuclear filic addition. Yeah, if yeah. Okay. Yeah. Due to the Yeah, decrease. Yeah, in It's

Okay, so you were just introduced to, um, substitution effects and, um, directing groups. Right. So you're given three sets of compounds, and all of them have varying degrees of activation Deactivation. Um, so you in each scheme, you basically just have to, um, figure out which you're going to react, um, or rank them in order of rate of reaction. Right. So deactivated rings are going to be, um, first foster. So number one will be the most deactivated, and then I'll will go off to four, which will be the most activated. So basically, you're ignoring the benzene ring. You're just looking at the substantial INTs. Um, pretty much right. So in the first scheme we have, we have nitrobenzene. We have final. We have tall, you mean, and we have regular benzene. So, um, if you look at all of the groups, right, So in this case, we have one deactivating group that's the Nitro group, and we have to activating groups. That's the hydroxide group and the Method group. And then benzine has an age shits. That's nothing. Right? Um so the deactivated group is going to be number one. This is the slowest. And then essentially you have. Um you have to activating groups and you have benzene. So the any type of activating group is going to give you a faster, faster rate to Elektra Felt Iraq substitution that benzene Well, so by default, benzene is gonna be too. And then when you're stuck with all of your activated rings, which ring is more active So you go to page 5 81 and you look at the the classification of substitution effects, figure and use. Look at where hydroxy hole is in comparison to alcohol. And hydroxy is much more activating that the alcohol group, so tall you mean is gonna be Josh slower than fennel. So finals going to the fastest here. So you do the same thing in, um and be right. So in this case, you have to deactivating groups. You have the Korean and you have this this Essel group, this carb oxalic acid. It's not really in a cell. Groups are a so implies there's an alcohol mandarins. This is a car box. Elder acid, Um and then you have on activating group in the final here. So, um, which so, in terms of your deactivating groups is the is the c o h. More deactivate than your Korean on. The answer is yes. Right, So the halogen aren't are just slightly deactivating, um, in comparison to all of your other Carbonell containing, um or some kind of carbon or sulfur Nitrogen, double bonds, toe oxygen containing group. Um, So, um, your slowest is gonna be more deactivated, Which means your benzo gas that's gonna be the most deactivated, followed by your Korean. So you rank those two first. Oh, sorry. I'm going. I just changed my number Scheme on you. Um, so one is the most deactivated. So too, is going to be here. Um, so I just wanna make my key. So one is slowest, and then four is the fastest I shared in at the start. I'm sorry. Um, so then you left with one activating group and benzene, right? So the activated group is going to be faster than then. Benzie and so finals going to the fastest again here. So finally you're left with benzene, bro, Benzene, Ben's, Alba hide and Antolin. Um, so identify your groups, right? So you have deactivating, deactivating, and then Antolin is one of the most strongly activating groups. It's on the same order as the hydroxy group in terms of most strongly activating the ring. Um, so again, you have a halogen in terms of deactivating groups. What? You're gonna be the slowest. You have a halogen versus ah Carbonell containing group. So going with the same logic, we just didn't part B. You're slow West is gonna have been solved. A hide followed by bro me in. And then you have your activating is going to be the fastest, followed by regular trailing regular benzene. Um so always look, look at the group's right. The most deactivated ring is going to be the slowest, and the most activated drink is going to be the fastest towards the next edition Reaction to the ring. So, really, you're just, um, cup commit that that chart to memory for your exams. That's that's really all you have to consider in these in these reactions here in these

Nuclear Philip reactions as part of our fundamentals in organic chemistry. So we're looking toe order a Siris of molecules. So the most reactive we have is C H 30 s 02 c f to This is because off the try daylight iron is one of the best known leaving groups. So it is the conjugate base of a very strong acid. And this means that it is a week based and it will be an excellent leaving group. So next in the reactivity, we have our alcohol. Hey lights. So with the reactivity decreasing as does the decrease in size of the hey light on ion. So therefore we have C h three i c h three beat off ch three c l c h three f because Florian is the smallest Taligent we have here. So the least reactive is our is our ch 30 h. So this is because it hasn't hydroxyl group as a leaving group. So the hydroxyl group is a in fact, a strong base which makes it a poor leaving group. So the order off decreasing reactivity towards ch three of minus is an s and two reaction that is carried out by methanol is the following list that we've just generated


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