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Lecture 26. Using Organic Spectroscopy to Solve Complex Structures, Part 2

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all sewn so so I want to discuss this sort the homework problem I figure by now everyone's everyone's looking at is whether you've got or whether you haven't gotten it it's a it's a problem that has been ruined by the way not get 1 willing to companies laughter whoever comes in get anyway it's a beautiful problematic actually was something that just came serendipitously in the research of the graduate student who happened to be ETA for this course he was trying to do and aunt a homology Asian on a CBC derivative of glutamic dances and ended up getting something he didn't expect and literally had no idea about what it was and is the structure and folded it ended up being a really beautiful structure but also just a beautiful example of 1 to figure out a structure being able to try to understand confirmation Styria chemistry and so that's what I'd like to share with you today it's a challenging 1 I think it also has depth so that even if you've got I hope you'll you'll appreciate the additional perspective so OK so few that the basic inspection of it we have a molecular formula see fit the age of 17 5 that range of 8 degrees of UN saturation we know there's a CBC Group in there instead the CBC groups can account for up for 5 of them and so we we still have a couple of other things going on there's stated that 5 is pretty obvious once you see the CPC Group in Saturday end up telling us a whole lot so OK the IOR was interesting museum and a stretch at 33 East 63 broad you see a couple of peaks in the carbon your region 1 in 17 732 is certainly right the every region you'd expect and Esther the other 1 is that of let's see the other 1 is at 16 96 Carver mates are like damaged right so you've got we know we have a CBC Group but still ,comma made Sarai damage the nitrogen donates into the carbon he also that ships to lower wavelengths that's pretty reasonable to be with that In Nature's often have clearer bands In the IRA spectra and so you can see in any age should banned the aren't out of 15 31 and that's that's pretty prominent that's right down in that region and I say Well you can't can't do too much with but if you know what you have you can sort of pick stuff up so NH kind of fall into the into that region right right below 1600 alright what I'd like to to do at this point is to attack the the spectrum here so I made an abridged version of problem I figure this is good even if you have your homework problem handy you can feel free to to annotate this In can follow along with me and so the general paradigm that we've been using in the class for structures solving is once you get the basics of the structure once you get the basic analysis of figuring out something about the formula of figuring out figuring out degrees of UN saturation looking at the I R we're going to look at the and a Marin letter the peaks and at the at the proton in Amara letter the peaks and at the carbon in Amara in number the the peaks and will work were into brawls and everything is pretty straight straight forward on on the proton NMR spectrum right we have 5 hydrogen is for peak a clearly associated with the CDC Group we have 2 hydrogen he be then we have a bunch of peaks that are 1 hydrogen and we have 4 peaks that are close together 1 hydrogen 1 hydrogen here you have death I after displayed your integral so the relative is too you can just sort of divide as best as you can between the becomes 1 1 and 1 you can also in some of the peak see a certain degree of continuing in toward each other some immediately when I look at for example the doublets and D and after I look and say they probably attending into each other they're probably stereo topic protons also you see a big coupling constant right you can get a pretty good idea of what a 7 hurts coupling constant is from the of the patterns here in this looks a little bit bigger despite general coupling and we have these 2 very interesting double it so in addition to these tablets here a DNF we have these 2 very interesting double its energy and on were going to see if they're going I think give you I think they're going to give us problems I think the priority given us problems in In placing this group when when you work this on your own their interest you have a very small coupling constant the tainted into each other they look like they might be a general methylene group and yet the coupling constant very small then we've got some multiplex over here another multiplied another multiple at there will look at those will look at those in more detail in the end if we have time because there's some really beautiful analysis associated with them all right carbon carbon in we see 12 we see 13 unique residences in the sea 39 tomorrow we can just number them 10 and
11 are really really close to each other there there are about a 10th of a ppm apart from the carbon atom are as we come into techniques like BC NHS and a chance to see it's going to be really tough no matter how you expand to resolve at that level remember I said you generally get about 10 24 slices with 0 filling and so forth in the F-1 domain and your digital resolutions generally about four-tenths of a ppm C may not be able to discern them if you were in a situation where you had to discern to residents is 1 of the easiest ways to shift things around is just to take a spectrum in Walt specifically and durability Duro benzene induces magnetic anisotropy from the ring current of the solvent and very often if you've got overlap like this you'll shake things up enough to spread them out to Rabin's introduce toluene referring to choices we didn't hear and it's not necessary to solve the structure was see the 1 point in the BC where there's some confusion actually disambiguates itself because it becomes pretty clear which is
which are right so we have all of these peaks and let's see these guys here are quartz these guys are my followings 7 and 8 are C H 2 S 9 is a quad 10 years SCH self you look very carefully at concealing have the CH over here and then we have a C H 2 Over here if you look really carefully you may
notice that it looks like we even get a little bit of the CH 2 coming up over here said 10 comes up here and it looks like he may have a little bit of a hero for 11 remember that the DH the depths technique relies on an average day value were going to see that this is part of a ring that doesn't have a typical J values so it shouldn't completely surprise you that your debt isn't isn't "quotation mark perfect 12 and 13 hour ch all right that takes us through our preliminary analysis of the proton In carbon where I like to go next is to the HM QC spectrum and again I try to be really fastidious about transferring our labels and this axis here is going to become a Rosetta stone it's going to be come our work force and the problems I go and I just transcribed In the goal of course he is to correlate In figure out what's what and get our letter and number assignments together G h I Jerry the union and failed to different markers here's what's the mashed too alright so we can go through very quickly it 6 are associated with a is associated with being see doesn't seem to have anyone partner with that you've got will broadness the CDC is pretty clearly are in age group over here 7 is associated with the 10 with 7 with death so those guys were indeed dire stereoscopic see things you can see things over here as I said it's very hard to disambiguate 10 and 11 but I think it's pretty obvious since we know that 10 is the myth aligned and 11 are the methylene so I think it becomes pretty obvious which 1 is 10 here in which 1 is 11 so we have 11 g and 11 on and in 12 H 12 J and then 13 the health so that gives us so this upper access now really gives us our workings of the problem for putting putting pieces together and the 1st thing is going out to be the user cozy to build up the fragments this weekend there were going to 1 of the mind what we don't know and then tried to use a chance the To put those pieces together are so I come in at at this point to the cozy and again I'm very very slavishly transcribe transcribed my Accies I always find it helps me avoid problems just by saying things to myself out loud 46 A B B we have see we have 7 we have 10 III we have 7 after we have here 11 g 12 h 11 In 12 J and then 13 13 L and I'll do the same here 6 a see 7 of the 10 III
7 have and I have she H. I. J. 11 g 11 on the hour 12 h 12 Jerry 13 K 13 at this point we wanna start to work our way through the cozy it doesn't really matter where we're really begin since the spectrum is symmetrical right we have a diagonal running along here I just pick 1 side of the diagonal there's anything questionable I checked for correlation on the other side Justice Justice see if I if I say anything we do seem to see a little crossed speak here between 4 for work and I honestly didn't try to disambiguate which it was all just say is 6 8 take a beating now that's that's kind of interesting so I'll start over here here's our benzene ring were 6 and Anderson managed to it is I think baby and this is this is kind of interesting because you don't normally see any sort of obvious splitting between the worth protons and Matt Filene's and yet you've got a very small then select coupling less than a hurt so it's not going to give users exploiting but in the cozy if you've got a big pink like this single and here you may see across the 4 is not a big deal you you noticed this coupling if you take a compound like toluene you won't the methyl Split at all but the Massillon toluene is ever so slightly broader then ate another methyl so safe you to methyl ester a methyl ether in molecule that Mathilde single it would be taller than the methyl and toluene because that toluene is getting a minuscule bowl bid of beans alike coupling too small to see less than 7 no protected the consequence now we're going to come along and of course that that's part of our CBC Group and we know where CDC group so I will just continue Over here and the next thing that we see it is a across speak that involves that NIH right that an agency and so we see to 10 to 10 EU and so that's seen attending basically takes us over to the Mefin Over here were starting to build up build up our chain there's nothing else that sees crossing with the next crossed speak we see is a trivial 1 it's 7 D 2 7 after and that's that Germinal prostate general crossed extend tend to be very strong we don't see any other Cross speaks off of 7 and that group is going to be going to be a problem to us as we continue we see we have some prostitutes here are 10 years crossing with 13 K and 13 and so that's going to allow us to build our chains questions here moments at this point yeah got To the card made up OK all and How will I know what we have we have this crossed the hero that's it kind of calling us necessary that were worth seeing we're seeing this very small bands alike coupling all right because taken as a given was that we had a CPC Group in molecule was part of what was I think it was listed in the we see Ross said In the HMO pieces young but I think and I think it's just a description of the problem I said there's a CBC and I only ah I see I see what you're saying what this at this point based on this cross become kind of colluding no it's interesting we know that the molecule has hysteresis we see Dyer Street topic methylene every methylene in the molecule is formerly Dyer Street the CPC Group "quotation mark appear as to double its forming NAB patent war if those double its are exactly at the same position if the 2 protons are coincidence vented it appears as a single so it's what it's it's actually prior right near a serious center because we have a carbon that has 3 different things on it and it's certainly possible the coincidence I took the spectrum in Bureau benzene of wouldn't surprise me if I signed a pattern with 2 double it's tempting into each other John not going to make much much of that assignment are right as we go through and continue we have mostly trivial and always so for example in this class trivial cost peaks in the cozy so for example these cross speaks here are respectively 11 G 0 11 Allied which is just a general coupling and 12 h to 12 J which is just a German couple but then we get a couple of useful ones over here so we see 12 h 2 13 K we see 12 Jade 213 L indeed the strength of these cross speaks you know I mean here we see a teeny-tiny crossed speak associated with a very small coupling constant the strength of these crossed beaks reflects the magnitude of the coupling constant and the height of the peaks but that allows us to complete our are chain and so we go to see 12 H shh aren't so that pretty much completes the information that we get out of here we have 1 more trivial Germinal coupling 13 h 13 Elsie This is why I love going through the agent BC 1st because I really end up not getting myself sweated out over duplicate information and of not getting myself sweated up over trivial information Weaver quickly get the information we need to know at this point we can start to make a little bit of a score card here so we still have our issues of C 1 and C 2 order resolved we
have our issue of we don't know what's happening with C 7 agent H after we've got our quart of Siena that we don't know about we have another isolated methylene of C 11 H. G H. that's the 1 with the funny small couplings on it and we have 3 oxygen and we should keep in mind that C 7 is pretty far downfield in the car banana March showing up at about at about 70 parts per million in the proton NMR seeing these 2 residences here around 4 parts per million so and pretty clearly C 7 is probably attached 2 1 oxygen now we just have to to figure out how the how to put it in so at this point I'm going to turn to HMV and tried and tried to figure out how to however nabbed the pieces In again I'm going to be very very mechanical in the whole process to help avoid avoid making mistakes I just go 1 1 2 3 quarters 6 I'm not going to stress I'm not going to stress about assigning 46 I could zoom in if I wanted to and figure out which ones they were fell 1 and and so forth but I'm not going to stress about it's just not not that important in terms of the nature of the problem 7 8 9 10 11 12 13 in here's 46 a b C stands alone 70 take EU 7 after XII h I j with 11 g and 11 on and 12 h and 12 J In 13 K In didn't 3rd chain belt all right so on and on I'll start off of here we have we have Carbondale number 1 enemy was pretty clearly is a carbon Hill it's not a key tone nodded not 170 ppm were there abouts and so we look at this let's see we have 1 of those 70 1 2 7 and a half 1 to 12 h in 12 J In 1 213 are so if we're trying to build up build up a chain of over here we have 1 and it's gotta be gotta be interested groups its crossing with 12 its crossing with 3rd team it's pretty much going to put it right over there its crossing with 7 and we're pretty sure 7 rightwards ad has an oxygen on it so it comes through we've got oxygen and we get R C 7 H paycheck and so that's a really useful example of using BC to build up build up structure those you and mouth restoring is normally the limits so we go from the hydrogen and this is 1 from seeing 13 to 12 is too In from 12 to 1 history and hear from the hydrogen 77 is 1 from 7 to the oxygen is too and from the oxygen to see 1 is through I kind of played around if there was any way they could think of putting the carbon here but the only thing I can say maybe this cross peeking through here but then I would have had to tie up the the surveillance as well it would have been game over because I would have had to basically go round 2 years there really is no no way to build up the structure that I can can think of h NBC goes through Harrow Adams but remember the the big caveat is you're not guaranteed to get an agent BC across baguette is nothing special about hero Adams it's just going through the electrons making up the bonds don't really exactly so the presence of a peak says 2 or 3 bond connectivity we saw 1 with example for bond and if you have a like intervening elect double bonds you might have more but basically I'd say don't expect this column to ever be more than than 3 such basically 2 words the commissioner president law the I new rules I think 1 of them 1 an old OK here 1 an alliance I can't rule out 1 in on what I can say from the shape of the speak in this dimension is clearly when you look at the the lineup on this so the peak 12 J is wide take 11 on his narrow so when you look at the lineup it clearly rule it clearly lines up 5 late migrate on there correctly it clearly lines up With Jay I can't rule out that that will lower the peak isn't also across speaker I I just can't discern it from there and I suspect there's just about no way I could do this if I didn't run in inverse detected experiment and I ran a carbon detected experiment member I talked about headache corn long-range had core then I'd pride get the resolution with the signal-to-noise is incredibly incredibly bad experiment if I really want to determine as I said I would price used to grow benzene as the solvency of I could shift things around there is also a possibility of using lights I'm do shift reagents that our creative power magnetic that apparel magnetic and ship things around I really need to buy by 1st Europeans anyway this is what I know thus far other questions your comments at this point so continuing along here not that I think there is any doubt at this point but we see across speak from 2 to 8 B and so if there had been any doubts about what our relationship was over here now we have it because our EP goes again through the oxygen to 3 by coupling over to this carbon deal we get some crossed speaks off of the benzene this cross the just fight by distance here to a B is going to have to be the worthwhile
honestly I don't care at this point To assign Iowa tho but if I wanted to I could design which of these is the author of alright so let's continue on and off into this region here so the next 1 that's kind of kind of interesting is we have 9 2 7 Apr now at 9 9 was 1 of our problems children because we've taken care of 7 we've taken care of C-1 and C-2 we've taken care of at this point of all but 1 of our oxygen so we don't have a whole lot left the plight we have John and sees laughter on the molecule and we have just 2 carbon atoms and we have an oxygen atom and so we get this past possibly would not set it's interesting because the 1 thing that we know at this point we know what there carbon 11 can be attached directly to carbon 7 because of carbon 11 were attached to carbon 7 we'd be seeing J. coupling methylene extra has gotta give Jay coupling so at this point we have detached carbon Over here it didn't work on the stock in the same position here we can't be attaching carbon 7 Over a to carbon tip so we really are stock in an interesting position about how the hell out of put this together and it's going to require a little little bit of thought now show you show you this year and everything else that we get from this is trivial we get 10 Warner 11 just 7 half Seoul can't be 10 gotta be we gotta be 11 year army camp if it's 10 it's gotta be going through here so you're basically now starting to be left in a puzzle situation we've got to get over the years some old we've got isolate this we have valence seize on this carbon that we need to fail and so the only way to fill is going to be to go ahead and have C 11 hg hg attach Over here we have 1 oxygen left them we're not going to get any more useful information from the spectrum we have users are smart students we've got 10 to 12 h here that doesn't really tell us anything that we didn't already know we've got 19 to 13 OK OK well that that's consistent with this connection to but see we have 10 to 13 Al that doesn't tell us anything we don't we don't know we have 13 to 12 h and 12 J. that doesn't tell us anything at all and so were left here with 1 oxygen the old and to valances and the only place to put that oxygen is over here as the of geometry so but finds are the worst so too couplings are all over the map the J values can be all over the map the oxygen and the hybridization probably make the Jays smaller here but there is no guarantee of seeing cup with the 1 and I'll say is killing the 3 bond couplings off of a methyl groups isolated manifolds are fantastic because the hydrogen .period in all different directions and they rotate so a three-pronged coupling off of an isolated methyl also he'll always pick that up now the words if you will have an isolated Mathilde like so not this molecule but not others and you will have across offer that it may be a 2 coupling but you're definitely going to pick up your 3 bond couplings off of an isolated Mathilde because you're always going to have a good cop spangles through couplings from the of the worst because if you are in no way guaranteed to pick it up because your Kokkalis angle needing 90 degrees to make the end up having no couple and up oxides are confusing for a couple of reasons so if you look at Oxy rain the parent company in the carbon this is 1 of the reasons you have the patch you'll find will 1st of course Jay's a small but you'll find you'll find that the missing 13 it's about 40 ppm I think it's 39 ahead of and in the H 1 and Martz about 2 and a half ppm I think it's 2 . 5 working Oxy range is very weird and it's not specifically the sp the about the hybridization the angles because if you got OCS attained the four-member during 1 thing's going the other direction and it's a little too far downfield In the proton and Amado will far downfield carbon animal so that's 1 of the things that throws us because we're not expecting 11 eye injury to be on happen oxygen attack and yet were forced into kept reaching that conclusion by the fact that we just use up all over valances and usable 1 more question I saw both of them he the eyes the 13 lies the museum b but part of the is something you 8 what this is but I do this wrong this is this is waging the 5 books let me that's all I overhear prodigy OK so you're seeing across the 13 top ally I guess I'm just telling you what to do if so we're which prospered career like sit in you say OK let's look art so let's look at that Multiplex it was the I'm there was the the question was what was the glutamic acid derivative it was me um the and hydride of quantum mechanics alright
so let's take a look at the people here so here is that people were looking at for the double it and you can say so we got this pattern of something that we've got a long time aligned then there's another line buried right under here and so we simply cannot tell anything that was just off of peak of life here I would just line up with the so we're seeing ones that line up with book and so we just can't tell if we have anything unique .period what if it was just crossing with which when this 1 because this 1 comprises peak here antique under here it is purely overlap and so you know you can see that the last part of this case His Overland said and this is the problem with ambiguity you have to be able to deal with ambiguous data and the other way I dealt with it here as I said I just I give tell it's 10 were left but here I could tell that Italy I couldn't tell if part of it was with a letter with 11 on but I certainly can tell there's 1 where 12 Our at this point I want to we draw ring and then I want us to work on the stereo chemistry of this of this company so To read to redraw the ring let's just go ahead it's a seven-member ring he and it we have an oxygen that me think I will write it bigger here so we all get on so here's what we have at this point we have a seven-member black chairman like tone ring we have an epoxy side we have a spiraling fusion I think this is the 1st spiral ring fusion scene In the course we have 2 mysterious centers in the molecules so we gotta get those terrorist centers relative to each other in an aspiring fusion understanding the confirmation of the ring is going to be even more important than it is In sale of the bridge by sigh collect were a young as a I'm a fused by cycling system because we really end up having to figure out which hydrogen is close to which which way things are going in the right so let us let us begin with the nosy spectrum In we're going to have to assign resonances Rice said and so I think I'm going to start we're going to have to make die history topic side of our of residences so I'm going to give us 80 clean slate on this so that we can we can deal with things now 1 of the things that you've gotta keep in mind is you cannot assign the absolute scary chemistry molecule simply isn't possible which means you just need to pick stereo center sign and sign everything relative to that in this case I happen to know what the absolute Sara chemistry was because I know which in a tumor of glutamic acid we started with so actually actually give you give you the right once and garnering brought everything here In a way that's going to allow us to put in putting stereo chemistry so if you want you can feel free to follow along with 1 7 19 10 the 13 12 and so arbitrarily I'm just going pick HE as pointing up doesn't matter are and so now we have the problem of the epoxy side that we've got to deal with all right we have to 2 expansions of the nosy for you I will start with the first one and then will move into the 2nd 1 just to make it all these years are so the things that are kind of kind of interesting we see the whole 46 80 take 8 being bit over here that's just the way fellow protons off of here we have a little time something here offered the CBC I'm not even going to use it but I'll show it to you in a 2nd we see a need to 11 g here if you if you're confused because it's a pretty small peak you can look we have this strike 51 always offer the big peak here off of a if you look you can see symmetrical way that it appears over here so this is 11 2 8 B were not get so what we're getting is it's offer CH 2 of the series and it's going to be to the CH 2 the epoxy but also you were going to see 2 more peaks 1 off of HC and 1 off of that will give us that same information so we don't need to stress distress over that are let's move on to the to the expansion of the notice you must find everything that we we want and need over there or so the author of the please NOTE offer city we say it 11 GE so let me transcribe my letters
C 7 10 E 7 F change H I J 12 11 and 11 12 12 13 K the 13 failed just do the same here really quick Andy 10 7 F 11 injury 12 h Eleven lying union 12 11 . 12 J 13 K the chain mail already sell a picture is going to emerge as we start to work so we got 11 g to see and 13 L tested so the fact that we're getting Our so we've got 13 over to see end so it's shores suggesting that we have assists relationship over here not proving it at this point and then we've got 11 g 2 2 see so that's so that's interesting because we have our Parkside over here we don't yet know the stereo chemistry this is going to prove to be the toughest toughest part of that but we got this this relationship here and let's see where do we continue to go Our selects continue to work away and just signs Sinai residences so we've got 10 years all hard looking in here we've got 10 III 2 7 D this once trivial 7 D 7 F 7 F to 70 it's just a general but on the eve of the 70 see this 1 this is really interesting because I can't be sure these 2 worsen here if I see 1 began always so it's actually 10 beaches because I don't see an end a week between sea and if I saw and I we between C and K and this 1 was big and this 1 was little I could be sure the says but if I if I don't see an end wait that also you basically you have to to be making comparisons hearing general ones perfect but once you're moving over to a 1 3 relationship the only way that you can get Manawi of any size like this 1 like this 10 year 270 is for them to be and probably probably in axial relationships so that 1 here is really really useful because it gives us mystery chemical relationship and it's going to start to give us a confirmation are right as we continue we're going to see more like self we see 12 Jade 270 and that's interesting because that continues to take us In this non-adjacent relationships business here and so we see that 1 that's giving us this and if we continue to go we're going to see a couple more than very useful let me show you Our so we see 13 the 10 13 page detainees so that's kind of corroborating our earlier assignment on ponders very chemistry of those dire stereotactic regions 12 J to Tennessee and you can't kind of now see if you look at the alignment here you notice where this prospect is center David see where this prospect is centered here and you notice for this 1 years here will offset on them so now we can start to get some
distinction so we see 12 jury 210 E and we can go ahead and say are at 12 jails to that complete things around here and then worth seeing 11 a half 11 on 8 2 7 after and we're seeing 11 G 210 years so this is interesting so were continuing to make this network Obando weeks Over here most of the remaining ones are trivial I think we see 1 where there's a bunch of German Orlando reason here invisible and use in here and yet so that that pretty much gives us our key you know what I wanna do at this point is to build up confirmation of the molecule and I was joking last time actually let me do this over under this year that will end up pulling important for effect ah I was joking last time that I can draw 2 types of Britain's let me show you how far those 2 rings will get you so if you don't treat a like heptane ring like a cyclo hexane right and use a basic you can think of that just as an extended cyclo hexane and that will take you pretty far In terms of your relationships and we say are 18 RHJ and the all have these nice In a to to each other at this Ring Ring of NO that I've written over here and there really superimposed very nicely on this model that puts seeing here sitting in Equatorial positions Equatorial like position it puts a lot tone Over here puts a cello over here HK Over here now we can last have an H chair over here now the last thing we have to deal with Is our parks In our Parkside the way have drawn Dupri will be that experience at this point but the way I drawn it now I think you can end up seeing we see an all we from age July lying 10 H. F we see and always from age 10 age 80 and aides say and also to the CBC Group so that "quotation mark some methylene around here like so for the epoxy I it gives us a pop side stereo chemistry and in a sign so that sets this area center and now we just have our specific resonances and self pointing out is HI In pointing back he is H. J and if you look at a model that is what we very quickly if I can make my computer talk to the projector I'll pop that up if not I have a print out if it warms up quickly enough you can talk to each other give us give 1 moment here in Europe comes and if not Our I'm going to come that power grid then let me are
so this is the model here and what's nice is you can you know what if your experience with these types of brings you can pride and but building a model to to influence your thinking and being able to query that model and say you know OK what distance to expect In this model is this consistent it is so valuable the other thing you can get better than I can do with my pigeons drawings here is your coupling your diet he'd growing calls and it turns out that these are really really beautiful when you look the 3 multiplex here there very very dissect the ball in the structure and I'll just Al just flash this out and concluded concluded with this year so
the 3 the 3 multiplied that I think they're just just beautiful to analyze is you can work through this multiplex is a ADD do you with 14 . 9 8 . 2 0 and 1 . 8 hurts coupling this one's old tough if you push yourself you can get it as a DVD with 14 . 3 8 . 1 4 . 5 and 1 . 9 and this 1 if you really push yourself you could call on apparent unity with 3 big couplings it's a DTD with 13 . 9 for the big 11 . 7 and 1 . 8 and I felt very very proud of myself because after working very hard on as multiple it's I just want them in my first-order orders simulation and there really matched matched like a fingerprint on them them so that you can correlate that you really here know well actually prior learned a few things from people in class and this right mind more symmetrical because it's only first-order are I've kept a long time so we'll will talk this
afternoon about the allow and some of the others
Chemische Forschung
Emissionsspektrum
Wasserscheide
Kohlenstofffaser
Glutaminsäure
Stickstoff
Altern
Derivatisierung
Chemische Struktur
Wasserfall
Alkoholgehalt
Funktionelle Gruppe
Weibliche Tote
Strahlenschaden
Hydrierung
Fülle <Speise>
Topizität
Base
Azokupplung
Protonierung
Deformationsverhalten
Oxygenierung
Bukett <Wein>
Chemische Formel
Singulettzustand
Tablette
Chemische Struktur
Wasserstand
Emissionsspektrum
Benzolring
Domäne <Biochemie>
Kohlenstoffatom
Strom
Emissionsspektrum
Orlistat
Kohlenstofffaser
Isotopenmarkierung
Chemische Verbindungen
Toluol
Altern
CD-Marker
Scherfestigkeit
Methylgruppe
Anthrachinonfarbstoff
Neotenie
Stoffpatent
Molekül
Funktionelle Gruppe
Weibliche Tote
Humangenom-Projekt
Topizität
Mutationszüchtung
Azokupplung
Protonierung
Keimzentrum
Aluminiumbronze
Jade
Kettenlänge <Makromolekül>
Benzolring
Dimethylether
Ätiologie
Emissionsspektrum
Orlistat
Kohlenstofffaser
Glutaminsäure
Hydride
Computeranimation
Doppelbindung
Stockfisch
Derivatisierung
Chemische Struktur
Chemische Bindung
Methylgruppe
Alkoholgehalt
Molekül
Hybridisierung <Chemie>
Funktionelle Gruppe
Mündung
Hydrierung
Elektron <Legierung>
Oxidschicht
Potenz <Homöopathie>
Kopfschmerz
Ausgangsgestein
Fruchtmark
Mutationszüchtung
Hydrophobe Wechselwirkung
Protonierung
Azokupplung
Transdermales therapeutisches System
Bindegewebe
Quarz <alpha->
Bukett <Wein>
Magnetisierbarkeit
Kettenlänge <Makromolekül>
Benzolring
Verletzung
Baguette
Kohlenstoffatom
Periodate
Chemischer Prozess
Sauerstoffverbindungen
Chemische Forschung
Tumor
Blitzschlagsyndrom
Diamantähnlicher Kohlenstoff
Glutaminsäure
Mesomerie
Molekül
Systemische Therapie <Pharmakologie>
Weibliche Tote
Krankengeschichte
Hydrierung
Reaktionsführung
Epoxidharz
Topizität
Zellfusion
Anellierung
Schubspannung
Protonierung
Azokupplung
Alignment <Biochemie>
Tonschiefer
Jade
Verletzung
Periodate
Sauerstoffverbindungen
Chemische Forschung
Tiermodell
Single electron transfer
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Cycloalkane
Epoxidharz
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Vanadiumcarbid
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Germane
Heptane
Mesomerie
Hexane
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Abschrecken
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Energiearmes Lebensmittel
Chemische Struktur
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Metadaten

Formale Metadaten

Titel Lecture 26. Using Organic Spectroscopy to Solve Complex Structures, Part 2
Serientitel Chemistry 203: Organic Spectroscopy
Teil 26b
Anzahl der Teile 29
Autor Nowick, James
Lizenz CC-Namensnennung - Weitergabe unter gleichen Bedingungen 3.0 USA:
Sie dürfen das Werk bzw. den Inhalt zu jedem legalen Zweck nutzen, verändern und in unveränderter oder veränderter Form vervielfältigen, verbreiten und öffentlich zugänglich machen, sofern Sie den Namen des Autors/Rechteinhabers in der von ihm festgelegten Weise nennen und das Werk bzw. diesen Inhalt auch in veränderter Form nur unter den Bedingungen dieser Lizenz weitergeben.
DOI 10.5446/19297
Herausgeber University of California Irvine (UCI)
Erscheinungsjahr 2011
Sprache Englisch

Inhaltliche Metadaten

Fachgebiet Chemie
Abstract This is a graduate course in organic spectroscopy, focusing on modern methods used in structure determination of organic molecules. Topics include mass spectrometry; ultraviolet, chiroptical, infrared, and nuclear magnetic resonance spectroscopy.

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