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Ph CH;~C=C _ CH-CH;H;c CH; C=C C=C-CH,CH; CH; CBrz C=C _ -CH;(CH;)C-C=C CH(CH;)CH,CH; CH, CH;~C=C-C_OH CH,CH;CH;-C=C-CH;CH; C=C_CH,CH; 3-methyloct-4-ynePh = C=C_H (...

Question

Ph CH;~C=C _ CH-CH;H;c CH; C=C C=C-CH,CH; CH; CBrz C=C _ -CH;(CH;)C-C=C CH(CH;)CH,CH; CH, CH;~C=C-C_OH CH,CH;CH;-C=C-CH;CH; C=C_CH,CH; 3-methyloct-4-ynePh = C=C_H (CH;)C C=C- CH(CH;)CH,CH;Chapter 9 Alkynes Quiz 2 Name each molecule Use the molecules In the reactions1 chrough highlighted in red to determine the product. Draw the Iinelangle or skeletal structure of eachmolecule. Use the albyne below to predict the products

Ph CH;~C=C _ CH-CH; H;c CH; C=C C=C-CH,CH; CH; CBrz C=C _ -CH; (CH;)C-C=C CH(CH;)CH,CH; CH, CH;~C=C-C_OH CH,CH; CH;-C=C-CH; CH; C=C_CH,CH; 3-methyloct-4-yne Ph = C=C_H (CH;)C C=C- CH(CH;)CH,CH; Chapter 9 Alkynes Quiz 2 Name each molecule Use the molecules In the reactions1 chrough highlighted in red to determine the product. Draw the Iinelangle or skeletal structure of eachmolecule. Use the albyne below to predict the products



Answers

Draw skeletal structures of the following compounds (Sections $2.6 \text { and } 2.7)$ (a) $\mathrm{PhCH}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CH}\left(\mathrm{NH}_{2}\right) \mathrm{CH}_{3}$ (b) $\mathrm{EtCOCH}(\mathrm{Me}) \mathrm{CO}_{2} \mathrm{Me}$ (c) $\mathrm{Me}_{2} \mathrm{C}=\mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{C}\left(\mathrm{CH}_{3}\right)=\mathrm{CHCH}_{2} \mathrm{OH}$ (d) 5 -(3-nitrophenyl)-5-oxopentanoic acid.

Until for the question Here. Draw structure from boulevard the following compounds part A. We have face B itch or it The formula for this compound is they will volunteer you and you years or its group. This is fine I'll And this is for this group for party next four part B. He is too. Okay, she is too is to Finighan Look here and with connected with CS two group he's one, please. Tonight on this issue is to group and this is also and I the volunteer, the volunteer and yeah, this is speech to cease to next we have nice What I see he is too. And it days he is too. And it's two s here This is and it's to here in it And next we have party mhm party e speech in order to the structure for these formulas Funny and I'll group Yeah, and this is an to group and having positive church double room for and only native judge in a true group. Next part you have iss be it s e and I

This is the answer to Chapter 21. Problem number 39 from the Smith Organic Chemistry textbook. This problem gives us two ball and stick models on and asks us tow Give the AIPAC name for each of them on to draw the product formed when they're each treated with each five re agent sets. Uh, okay. And so the first thing to do here is to redraw these as, um uh, line models. Bones stick is is hard to work with. So I would just read your all these skeletal structures. Okay. And so a, um is it four carbon chain ending in an alto hide? So it's gonna be a beauty. Now on we have to metal groups at carbon three. And so this will be three three dime, Ethel, you know, so 33 dimethyl Butte. No. Okay, um, and so when we treat a with sodium bar hydride and methanol, we're gonna get reduction of the AL Jihad to an alcohol. So the product there will be this one. Okay. Uh, next if we use a grin, you agree, Agent, um, we'll get addition of that metal group eso alcohol here. Um and so I guess we should include stereo chemistry here. So we can either get the method group here, which puts a hydrogen on the dash. Ah, and we can also get the other product where the hydrogen is wedged and the metal group is dashed. Okay, Uh, part three, this is ah, vig, uh, re agent. And so we're gonna do a video reaction. Eso we will end up with this. Okay, um, and I've drawn the Trans I summer. We would get some sis I summer as well. I'm just gonna leave it as the Trans, um, for a part for this is gonna be any information. Okay. Um all right, Uh, two, then four. Part five. Um, we are going to form the ASA town, so that is going to look like this. Okay, so that's everything to do with molecule a molecule. Be here on the next page. Um, this is going to be named as a cyclo hexane derivative. So it'll be Psychlo Hex unknown. Ah, And then if we number us making the key toned carbon number one on give the substitutes the lowest possible numbers. We get metal group it to an isopropyl group at five on they are cyst one another. And so if we put that all together, we get, uh, sis five ice A program, sis. Five ice. A Pro Bowl. Two mess hall. Uh, Psychlo Hex unknown. So assists five isopropyl two methods. Psychlo hacks unknown. Okay, s o Then if we treat this with so important hydride, we get reduction of the key tone to an alcohol on. Unfortunately, since there are other stereo centers in this molecule, we do have to account for whether that's going to be desist alcohol or the trans alcohol eso. We'll get both. So we'll get this molecule as well as this molecule. Okay, um, I am going to try to move that up so that I have some more room here. Okay, Um uh, so, uh, for part two, see if I could move this up a little. All right? S o for part two. We're going to get addition of metal group, since it's a graveyard re agent granted reaction. But again, we need to account for stereo chemistry and the products. And so, uh, we will get the product where the metal group has added on the same side as these other two substitutes that air there already. And so are alcohol will be on the dash. Um, and we will also get the other products. Uh, where the metal group is on the dash and the alcohol is on the wedge. Okay, s So those are our two products there for three. Um, again, Uh, this is the vinegary agent s. So we'll do a video reaction on. So we end up with double bond here, and so we can have the cysts version or the trans version, and so we'll get We're gonna make sure so, sis, as well as trains. Okay, Um, then on to part four again, this is gonna be enemy in formation. Uh, thankfully, there's only gonna be worn stereo I summer here. Okay, Um and then lastly Ah, we're forming the ass a towel in part five. I'm gonna put this over here so that I have enough room. Okay, So reforming Thea, ask Tao, as I said. So 12 on. Then we need to make a six member ring out of this. So there we go. Um, Okay. Ah, and so that's the whole answer here. It's kind of a lot. Um, again the names of the two starting materials are right next to them at the top of each page on then the products of the reaction on for be. Since we have started a chemistry and our starting material, we need to account for the different Dia stereo murders that we can get from many of these reactions. Ah, and that's the answer to Chapter 21 Problem number 39.

Yeah, Just don't You hate it when a question like 48 has letters up Tio killers trying to get through this on fast. So he has metal methylene methylene, and then this all the hide. Great. And so it's asking us if we react this with multiple re agents. What? We're going to get first on the yacht hydroxide. Of course, that's going to make this carbon nuclear Filic. It's going to react with itself so we can generate 123123 this product right next. We have no h minus and formaldehyde. So this formaldehyde is goingto act as Thie Electra file. So will generate this compound for C first we're doing lt, eh? And then reacting with this Al the hide and then we have water. So of course, hell d is going to make our Alfa Carbon super nuclear Filic are going to introduce her Aldo hides who are actually going to end up with very similar products. But now we still have that metal group that's attached pretty sweet living on D. We are reacting way I said too Theo to PT too. That is this 13 di s there So I'll go ahead and re draw our ex starting material books. My screen doesn't really work that well off from that side. So try a little bit closer. This is going to be our nuclear file again. Gonna knock off one of the's? Oh, actually, I'm sorry. So if we're using sitting with oxide and ethanol, this is going to be the much more acidic Proton. So this carbon is definitely going to be the nuclear file to attack this one. So, under quiz this product, if we have acid, we could cleave off this whole group, but for only ending with ethanol. So this is our final product E career going to react This with meth, a lithium and then water. That's their product. Great. If we have sitting Bora hydride methanol, it's of course, that gets us to our primary alcohol. She we have hydrogen with palladium on carbon. This is also reductive conditions to get us to our primary alcohol for H, we have nicer glycol with tossed Ilic acid. Of course, this act as you're protecting group will generate this acid towel. I we have C h three and H two and mild acid, which is the pH around 4.5. So here we're going to have our mean The condensation they'll fall into our nitrogen was our stage three intact generates our I mean, also known as the shift base. And Jay, we have diamond full. I mean, so will generate the the mini. Um, but that's super unstable. Sze, Of course, this touch more ices to generate the in. I mean, that in portions stands for the Al Keen, of course. And then you have just You're mean. Okay, our doing We are on kay. So we're using 03 age to us before super oxidizing conditions is going to take our all the hide all the way up. Tio Carb. Oxalic acid. Yeah, it's like it l p r too. And we have this car. Looks like acid. Mm. We have this village for n sit in cyanide and it's still for Oh, we have lt, eh? What? It said three. I pretty sweet. Okay, so if we have L. D A. This is what our starting material is late. So of course, after a deeper to Nate, we can attack the nuclear file. I'm sorry, Eun Attack. Would this nuclear file to this electric Filic. Leslye died to generate this product for a judge who are actually forming our science a hydra in so that we have nuclear feel like cyanide attacking our album Hide and opening of and an age seal to protein ate that Wilcox side. Finally, with our vintage reaction, we're losing trifle phosgene oxide in this reaction and replacing it with Nick Harbin. So we end up with this entirely. Carbon hydrogen are hydrocarbon on Lee was no header, Adams.

So we're given these two reactions, and we need to draw the products as well as give them a name. So in this case, you have a double bond here between two carbons, and you're given this halogen with to be ours. So be ours or touch like this and they're gonna attack both sides of this double Barnes, and they're gonna be added on. So now we'll have a CH three c h b r Ah, C h two br. And then similarly, down here, you're gonna hydrogen eight, this double farmed. So now you're just gonna end up with a ch three ch two c h three. So to name these. So on this 1st 1 with the bro means So you have three carbons in a chain. And so you know that your end group name is gonna be propane. You have to, bro means so die, bro Mo. And then they're located. This will be carbon one, and this will be carbon too. So this is a 12 die, bro. Mo. Propane. So then on the 2nd 1 it's completely hydrogenated. We don't have any extra groups or anything, so it's just propane on. That's it.


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