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Lecture 15. Coupling Involving Other Nuclei


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Title Lecture 15. Coupling Involving Other Nuclei
Title of Series Chemistry 203: Organic Spectroscopy
Part Number 15
Number of Parts 29
Author Nowick, James
License CC Attribution - ShareAlike 3.0 USA:
You are free to use, adapt and copy, distribute and transmit the work or content in adapted or unchanged form for any legal purpose as long as the work is attributed to the author in the manner specified by the author or licensor and the work or content is shared also in adapted form only under the conditions of this license.
DOI 10.5446/19263
Publisher University of California Irvine (UCI)
Release Date 2011
Language English

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Subject Area Chemistry
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.
roles and get good at recognizing and identifying the multiplex and strength couple said so the things that we're talking about the question that was raised is that coupling immediately 700 hurts what makes it 700 hurts so let's talk about factors that J. depends upon we have turned to certain grew about maybe 5 factors and give us give us some points so so what 1 is the Magneto gyrate ratios of nucleotide involved and so remember how when we started talking about Magneto Jaric ratio I gave you 2 examples we talked about this see 13 satellites of chloroform and purview for 404 writes so when you see the H 1 Amara of CDC all 3 of course you don't say any of the deuterium chloroform that's in there but you see that . 2 percent or . 1 per cent of cardio poor form NBC a peak that's very at 7 . 2 6 but then symmetrically disposed about it you see these 2 satellites and so this is your senior aides see all 3 or more specifically your seat 12 8 Cl 3 peak but then your satellites come from year 1 per cent 1 . 1 per cent of the 13 CDC 3 a C H C L 3 and spacing of those 2 wines the distance here between these 2 it is 208 hurt and that distance happens to be 1 . 6 in is his 1 . 6 the other is 1 over 6 . there is this fear that we see in the sea 13 and Amara of CDC L-3 right the CDC all 3 you do indeed itsy-bitsy 13 1 4 cents to 32 community this 1 2 1 2 1 centered at 77 ppm and the distance between the lines here he is is 32 and her and that Riccio of 288 232 is equal to 1 over 6 . 5 which is the Magneto gyrate ratio of protons over the Magneto generic ratio of the Durocher meaning that when everything else is equal if you will have a Magneto generic ratio nucleus with the Magneto Giri recreational that's being you get big coupling if you have a nucleus with the Magneto generic ratio that small you get small coupling for Heron nuclei we said that flowing for example has a big Magneto Ji recreational so for England's going to have been coupling we said that comment has a relatively small Magneto generic ratio so carbon in general is going to have small couplings of the gamma denuclearized is important but the number of bonds so generally generally generally we see coupling through 1 or 2 or 3 bonds sometimes 4 or 5 it's called long-range couplings so if we have some system W X why and we look at it for talk about coupling through 1 bond coupling through 2 bonds coupling through 3 bonds and I need to make some wildly general generalizations I can say unchanged ones on the water and I you can just sort of looked at the Appendix I handed out and if you want to number in your head I'd say let's say 30 the 300 hurts kind of 1 couplings and there on the order of 100 hearts giver take you know a factor of half a log you we saw you can have a 700 hurts coupling in there the phosphorus but generally I like 100 hertz would be a good number to keep in mind J to use are generally on the order of 0 to 20 hertz and again I'll give you examples that fall out of there but if you want to keep the number in mind you know where 10 herds 20 heard something like that and J. theories are generally on the water of 0 to 20 so in other words 1 by coupling is huge to bond coupling 3 bond coupling is small on other factors involved geometry particularly in 3 bond couplings where good overlap leads the big coupling remember coupling is carried by electrons in bonds well nucleus feels it another nucleus through polarizing the pair of electrons making up the bonds so that the 1 with its been up is near the 1 with its nearer to the nucleus that's been down and so that travels along the line and if you have good orbital overlapped for example and aunt died Perry planar relationship Austin Currie playing a relationship you'll have a big coupling constant if you have bad overlapped for example and 90 degree died he galangal you'll have essentially no coupling constants Nokes 0 coupling constant and if you're sort of at a low angle like a gauche angle there's something close to 90 degrees 60 or 120 you have still relatively poor overlaps you have .period constitutes a small I was what we're talking about the other day with cycle hexane where I said yeah for transfer and axial coupling on the order of 10 her se to tender for axial Ecuador asserts axial axle for axial Ecuador Eola Equatorial Equatorial where you die he growing goes about 60 degrees the other 2 were 3 all right so geometry also matters of hybridization and as a general rule is more arrests character leads to bigger jails In other factors electoral negativity In a hybridization is like why in other trains team we siege of 17 hurts typically verses in the 1 in a die axial interaction on old 1 8 axial axial coupling on a cycle hexane which also has a 180 degree died he galangal just like a King we only see a coupling constant on the order of 10 Hertz in other words you're Morris character In a speech want in bond involving S P 2 carbon and bond involving sp 3 carbon so you have a bigger coupling so the other another factor let's say a lack of others say other other factors such as elected negativity so for example a hydrogen that's next to an oxygen that's on a carbon with an oxygen all have slightly smaller J values particularly for 2 oxygen is on there alright let's some let me give you some typical typical J values
and then we'll look at some examples and I don't want I don't want us to have a you the sort of generalizations that I just put up a pretty useful but unless you're doing a project with particular nuclei you may not end up keeping all the numbers in your head but let's just look at service and typical examples and these are actually in India in the appendix here so let's take a look at a floral so you're chained to a chair after this is all in the in the appendix is really really big it's like 44 to 81 so even bigger then a sort of ingenuity to Bonds coupling that I talked about Florine has a large Magneto generically she so you've got very big coupling you 3 bonds HF youth 3 coupling is on the order of 3 to 25 hertz In flooring is so so good if coupling rights of this is to bond coupling this is the rebound coupling fluorine is so good at coupling that you can even sometimes syllable form on the coupling J for HF is on the order of policies Europe for Hertz 4 part of it's the polarization of part of it is the orbitals that foreigners use using bonding so if you have a hydrogen right we talk about to bond and 3 bond HH coupling right so typical to bond HH coupling might be I said 14 hurt sort of in unperturbed system and a typical 3 bond HH coupling I said let's use 7 efforts as a typical number so that hydrogen is contributing 1 s orbitals but the flooring is going to be contributing what orbitals that are going out further because it's using the 2nd shelf In coupling somewhere in the 2 you know sp 3 technically so coupling is going to be be bigger with Florence I don't I don't think it's just prior involves some electric he actually you know would involve Elektra negativity as well because it is going to be pulling those electrons in really tight and that's going to give more in the direction of the nuclei with the electron see I guess it's both of those other questions your thoughts on this when you have a lot of time the Book of 1 over the other not think about things about Newman projection of a perfect chair cycle hexane perfect chair cyclo hexane if I Reuters Newman projections I'll destroy half of the cyclo hexane so this is axial this is axial this is actually tutorial this is Ecuador all and a perfect chair cycle hexane this tiny growing below 60 degrees this tiny growing 60 degrees this time he grows 60 degrees are really should be should be about the same unless you flatten knowing our do something perturbed that all How can do you ever see a coupling that's essentially through space no 1 can survive outside of the realm of covalent chemistry that we're seeing you can for example see coupling across hydrogen bonds and other situations where things are held with into close proximity with each other so for example you can do 1815 coupling across the DNA for example from 1 nuclear base to another through the hydrogen bonds but just 4 a normal ordinary organic molecule where you know in some confirmation not that I know of any excessive use of force nothing nothing works were the molecules on locked together I mean I I suppose you could come up with some example will you take some form molecule and bang to methyl groups into it so hard that they're banging individuals radius and you might I don't know the answer that's that's the sort of thing that 1 would try experiments other questions then genes are interesting with Flora benzene speed and you will have I think it's on this coming Monday his homework said you'll have some for Bentsen's scenes and it's a little bit counterintuitive the problems of pretty easy there out of Chapter resident 5 4 what's the 1 that I gave you to read that's the coupling involving other nuclei 6 OK anyway so keep this in mind so so here also coupling J 3 a Jap is on the order of 6 to 10 herds and so that's kind of what you do kind of what you'd expect and what sort of surprising I mean in the case of hydrogen you know I have met a coupling but it's usually on the order of a couple of her chinchilla 323 hurt in the case of fluorine your matter coupling is bigger than you might otherwise expect it's on the order of 5 to 6 parts and then because we know that fluorine is very good at coupling you even see some apparent coupling and it's on the order of 2 hurts these are all kind of approximate I in the good news is the good news on all of this that Appendix F is just such such a treasure trove and so so the good news is Appendix F "quotation mark puts a lot of these data right at your fingertips and the only reason I'm talking about this is because I think hearing it once sort of helping you see where to where to look it up and so forth let me just point out also the numbers that I had had given you before warrant and just put this into some context so we started talking about it Moran spin active nuclei had mentioned the Magneto Giri gracias and just let me put those up here again make your job at ratio for Proton is big that need generic ratio for fluorine is being Magneto Jaric ratio for phosphorus 30 31 Sullivan put out after 19 in H 1 it is I'm 10 thousand 840 and the Magneto gyration overseas 13 is 6 7 6 thousand 728 so we tell you what I was talking about when I when I was saying you can correlate things roughly with Magneto Jaric ratios so for example J. C F J 1 is pretty darn big at the high end of what you would typically expect for couplings it's on the water of two-to-three hundred hertz j to
CIA is is also pretty big it said the order of 20 to 40 herds In J 3 CF is on the order of 10 hurts and phosphorus as has already pointed out 1 by 1 phosphorus hydrogen coupling is huge it's on the order of 700 hurts to bond pH coupling is on the order of 10 hurts and 3 pH coupling is on the order of 20 hertz certainly these odd numbers to keeping your these odd numbers to keeping your head and suggested of numbers that have seen ones Of often J threes or a bigger then J to use in carbon hydrogen coupling often J 3 2 hydrogen often Fremont coupling is a little bigger than J 2 sometimes changes Tuesday Member of course 1 case you can actually have an n-type Perry playing a relationship so if you think about it in In Javed 2 you can enjoy the thrill you can get a nice example relationship and J 2 you've got no different relationship these electrons on this directly overlap and Jane too often depends on hybridization geometry and the striking striking example so you look at Al-Qaeda's right and this coupling is on the order of 0 2 2 hearts the Germinal coupling and then you look at you were visible couplings and it's on the order of 17 hurts and even the CIS coupling is on the order of 10 hurts so here's another example where Jay Chou was much is smaller than J 3 these will inject carbon Florida so we now just had this tremendous traits through all of these weird and wild couplings and sort of in the abstract in the sense of listed some numbers so let's now look at some real compounds in the hazardous compounds pulled out of Aldridge and for that matter compounds that you might well broad types of groups that you might well in countering the 1st thing I'll start with his triumphal phosphide and you would encounter this last nite we talked about on Wadsworth type reagents so maid of honor Wadsworth Emmons reagent you will encounter orbiting reagents all of us phoneme precursor to agent you will suddenly find yourself in countering fluorine Proton and fluorine carbon coupling as you get to know your molecule so let's take a take a lot an example and I love these older expected because you can just call Paul Sert suspect drought and say I want what I what I to pull this out at www aside that outcome and then I just blew things up OK so let's start with we have a 300 megahertz protons spectrum all the all the specter of a 300 megahertz H 1 in 75 megahertz see 13 so triumphal phosphide we see something that looks like a Triplette for the methyl group and then something that looks a little more complicated Over here following described this path quintet would be a good place so we can call this a quintet or what was that quintet I like that so quintets I liked even better apparent because I've taken this peak and picked it up and it up here and what we say low shoulders so we know it's not a perfect quintet we don't have 5 cups for couplings that are exactly the same time we recognize there is a pattern hiding under here trip of triplets now that double-layered of cortex watch this so Dumbledore cortex is a pair of cortex 1 3 1 for shoulder and then here for their shoulder 1 3 3 1 you see that 1 3 3 1 1 3 3 1 so it's a double-edged of Quintet the quartet's I'm sorry so if we were we can extract both juries the smallest share the small drainage associated with the Quartet is going to be the distance From the last line to the next to the last line 1 of the 1st line the 2nd 1 and I handily put a scale on here and I read that distance as 7 parts and the binge it's going to be the distance From this line to the from the the 1st line the 2nd from the last line to the last line or from the 1st line 2 the 3rd line and I can't exactly read where that line is but it looks like it's about it hurts more than here so let's call that it hurts so we could characterize this as a DEA Q USA Q 4 quartet Quint 4 . at J. equals 8 come on 7 starts since 7 herds that's a star and a quartet that sister coupling to the methyl group right because we have peace Oh H H C H age it's so 7 it's just stodgy 3 hh and it hurts his R J 3 "quotation mark 3 1 2 3 those are just approximations Idei trying to give you Saudi general numbers the ballpark sell 1 couplings on the order of 100 hertz 2 bond Fremont couplings on the order of 10 hurts you sometimes bigger sometimes smaller depends on gamma depends on other factors depends on we can do the same thing with carbon here and even the old are 2 peaks in the sea 13 animal ah are really small here they conveniently give us a peek print out up
over here so those still constitute a pair and those to constitute a pair each of them is 8 double-act the Dublin Water this car we didn't deal with it and 63 . 6 4 I wanna calculate the coupling constant -minus 63 . 5 6 those adjusted the 2 values on the top of the table 1 ppm is 0 . 0 8 ppm and we have 0 . 0 8 ppm time 75 hertz per ppm is equal to 6 hurts so that's our J 1 piece that Sergei to PC Money and we can figure out J 3 pct from this other 1 so we have 16 . 1 9 in the upper left up around Europe right hand corner in 16 . 1 0 as the position of the 2 lines and that differences . 0 0 . 0 9 . 0 9 times 75 is equal to 7 herds and so that Sergei 3 P C what's questions I'm in the carbon atom or so in the upper right-hand corner they left 3 2 aligned positions there In the proton animal you me how we see the Dublin so OK I can't do this well with my hands because of me because my hands on 1 2 3 the three-to-one ratio but OK Imagen my hand as a quartet and if we have so the distance between my hands is the big J and if the distance was 1 fingers were we would see a perfect quintet if this is a bad call I got from there OK if that was what better get rid of my thoughts turn more OK it never 1 fingers worth we would have 700 spacing between the fingers and then it would be Split into 5 lines all equally spaced at 7 hurts apart but they're a little bit further apart so we see a quartet another quartet and the distance between lines 1 and 2 is the J of the Quartet and the distance between lines 1 and 3 0 in this case 1 and 2 1 1 and 3 is the distance of the couple interesting questions that you notice things old Jaguar is right on the edge of the peak to see how the peaks aren't smooth so members talking about digital resolution so you take a spectrum that's let's say 16 thousand points wise and you have 16 thousand points over a spectral with that's let's say 4 thousand what's here and so your digital resolution is a quarter of a hurts so you think of your spectrum is a smooth curve but what it really is a series of points that have been supplying together and because we may be missing a point right on top of the peak you end up with something not looking completely symmetrical that's just not artifact this is a matter of fact I would say if I went and told the spectrometer by increasing the acquisition time told a tad more digital resolution we would probably see something that better you just type in the 2 ways to you type in a number of points and you make the number bigger war you make the acquisition time longer and the number of points in the acquisition time in the spectral with all intimately linked so you can basically collect data for 5 seconds instead of 3 seconds to increased a number of points you can tell it more points on the day so that would be the between the methylene and enough of group so let's take a look and that's a flooring or a rather a fluorinated compound and maybe I'll just show you some highlights so I
grabbed from From Aldridge the spectrum of floral paintings In so let me I'm let me just ride out right out the structure here just so you can I can see it all right what we call that it's a doubling of triplets and what's what's doing this wedding what's giving the Dublin part of sweating which photon is that 1st of all which protons are 1 Alpha to the floor Inc and so this is giving aid to bond J. H. F and then we can and what else is giving the splitting the methylene so we have this methylene is coupled to the adjacent methylene and so that's giving the trip was part of the sporting and you can read off the tube on what value that we get here here somewhere around 48 47 so you to bond coupling I think I got 47 you notice this multiplied over here set need member I talked about non first-order coupling when you've got things like that walked on top of each other you get virtual coupling so next couple of methylene saw 1 thousand top of each other you got coupling hearing coupling to the flooring so it's not so pretty but if you pull it out new expanded you can pick out you were James threatening HF even if you can't quite figure out what the mother the played it as if it's just sort of a generic multiplied you can measure that distance there it looks like it's about 24 were hurt where J 3 24 what's at the end that fits into the into the model then do the same thing with the carbons and if you look at the carbon spectrum here you'll notice a big big big we separated double Over here what is that correspond to J 1 c x that's the carbon that's directly Alford to the flooring and you've got a J 1 CFR and if I want to to calculate the J-1 CF water Idaho and what numbers Joyce attracted multiply 85 -minus 83 or more specifically 85 .period 6 -minus 83 0 9 time 75 and that gives us 167 hurts that's a J 1 CFR coupling and I will work through it but you'll notice that your next speak here is fled into a double you can see the pair of lines over here and that corresponds to these 2 that Sergei to after and then the next 1 is flat and that corresponds to a J 3 city coupling so you can pull all of this data Out of the spectra answer on the blackboard take your carbon atom Martin and go ahead and had a hand wanted 75 or I guess for department we have carbon at 100 carbon at 125 and carbon at 150 so you could just go ahead run at 2 and see if the 2 lines are now at the same ppm if each line is that the same ppm the distance and Hertz's changed and they correspond to to single if on the other hand their positions and ppm have changed and they've moved toward each other but they're still centered at the same position in ppm and the distance in apart is the same then they corresponded to the Thomas
let's have some fun with carbon carbon carbon hydrogen coupling now on right ch coupling so as the 3 some talking right now about 1 bond coupling .period 1 bond you coupling 1 on ch coupling is important because all of your hair or nuclear techniques and adept technique relying on carbon hydrogen coupling 1 Vondron some cases to bond and 3 by a couple so a typical s member said hybridization matters and the Morris character you have for everything else being equal the bigger the J if everything else is equal parts so typical J-1 CH 4 NSP 3 carbon is about 125 hurts so for example if you look at if you look at everything you value was 124 . 9 4 if you look at our cyclo hexane and these are all in Europe Appendix Table was well so 123 . 0 hertz and just calling him some highlights from 1 of the appendices and handed him a S P 2 0 1 character 25 per cent as character in 6 in S P 3 33 per cent in S P 2 0 and so your J-1 ch goes up proportionally it's about 160 silicon ethylene and its 156 starts 156 . 2 herds and these are all in 1 of the appendices that I passed out to you you look at fanzine it's 159 . 0 hertz now what is this where else does this become interesting where else does it become important beautiful yes so see 13 NMR you will invariably run protons the couple so you won't see Proton couplings and yet you will still see people use the term To referred to adapt spectrum where methylene is referred to as the 1st triple and there's history there in the history is that before they had debt and other techniques they would run would fall off residents the couple in partial decoupling and so you would get a methylene and you would see is triplet because it would be blowing out most the couplings you would see the 2 and 3 bond coupling which is really horrendous because peaks when you talk about 2 and 3 bond coupling you can imagine how splitter carbons are like the methyl group in ethanol is splitting into a triplet of court into a quartet of triplets and the methylene group in ethanol is splits into 8 triplet of cortex so these urgent you have you dude splitting in 2 full week of protons coupled carbon but you will still see a methylene referred to as parenthesis tea from that old old things the at all the carbon atom or we're going to run his Proton the couple's you do see remember I said your C 13 satellites of course you see the reversed because you're not comedy Coupling when you're running a proton and and for the most part it doesn't matter because 99 per cent carbon is carbon 12 but if you look closely and you methyl groups conceivable satellites and other shops and the use of the new could indeed 1 of the problems with X nucleus so the question was could you decouple foreign get foreign coupling and the short answer is yes 1 of the problems is the amount of power you put in it has to it depends on your spectral way and so if you have the with the flooring which is very wide it's too were 300 ppm you've had put in a huge amount of power to radiate all of the Florence and basically that turns uranium ore into a giant microwave and say you cook your samples so it actually isn't so simple it's easy protons have a narrow spectral range is only 12 ppm comments on the other hand have about 200 240 ppm C you would have to put in a lot of power ,comma coupled you could do specific decoupling experiments were you're radiate at 1 specific frequency and that's another way you could do it but it's hard to blast an entire wide spectral yeah but normally it's Proton the coupling as protons easing on negative OK negative and positive for the most part don't mean anything in in terms of what you will observe except interface and suspected but a positive J. value means that if 1 nuclear suspend up the other feels a stronger magnetic field the other beat but because you're going to electrons in your polarizing the electrons in the 1st bond which a polarizing the electrons in the 2nd find you may end up with polarization so therefore 1 proton has spent 1 nuclear suspend up you wind up with the other feeling a weaker magnetic field so that's what a negative J. value means but in terms of the Dublin you'll see the same Dublin I let's try a little bit more and then I want to you 1 really really really cool example alright it kind of makes sense that if you start to change the amount the best character in the CH bonds you're going to end up changing the coupling constant so for example if you got a cycle of butane you use more pay but also in making the carbon-carbon bond framework is more P characters you have Morris character for the CH bonds CIA J 1 ch is bigger so you 1 H 4 cyclobutene is 134 herds instead of 125 hurts for Cycle propane year J-1 1 ch is 161 are so this is this is S P 3 and S P 2 now you come to valve and things end up really really tricky so sp you're J-1 ch now you have twice as much as character your J-1 ch is twice as big as an recipe through its 250 hertz now that's strictly because a lot of the experiments you do depend upon using an average value so when you do adapt experiment there is a delay in that corresponds to the 2 1 over the J-1 ch coupling that's how it ends up working and picking out whether something's methylene aroma fine will talk more about it and we talk about complex .period but if the J values twice as big everything can get mixed up the practical implications are that acetylene is In debt so for example anything where you have a method methyl line on acetylene may be completely messed up opposite I'll say what is expected sources say adept and later on we're going to talk about each if you say and so because you're J. server the opposite you may see things that you do not expect the are foe last example I wanna give is incredibly wild and I pull this out because I thought this is fine and I thought This is fun and this is cool because it gives us every sort of had a nuclear coupling you could imagine in all sorts of all sorts of funds coupling and I found this and that Aldridge collected a collection of Spector and I thought Hey we got and we gotta take a look at
this because it's fun and cool itself this is an isotopic leader labeled corner Wadsworth Emmons reagent it would be something that if you wanted to do an isotopic labeling experiment puts seek teenager molecule in specific places you could put it in but that absolutely funky a proton and carbon said just Orient yourself remember the Horner Wadsworth Emmons reagent is a fascinating faster and you have a regular arrests during difficult on a lot of work and ancestor with both of them have apples and we won't worry about the ethyl groups other than to say this is always CH 2 CH 3 from both parts of the molecules and this is the C H 2 Ch but what I would like to worry about is what we see here In the middle what we see here in the middle Is that C H 2 0 let's think about what's going on here so that's CH 2 is being swept it's being swept vi the carbons to which the hydrogen is a attached which received 13 it's being swept by the phosphorus through to bond pH coupling and it's swept by the sea 13 Of the carbon yield by 2 bond ch couple so what patterned you observed with 3 distinct coupling constants doubling of double that of goblets and that's exactly what you see over here it said did indeed do you can pick out you smallest coupling is this distance your next coupling is this distance and your biggest coupling Is this distance over here so I did that this distance it's 7 hearts this distance he is 22 hurt and this distance which corresponds to the biggest J the the distance between 1 and 4 1 in 5 but here it's clearly the distance between 1 and 5 I get that its 130 so it's a DDD
equals 1 30 22 it's 7 carats and that corresponds to a J 1 p J 1 Ch he calls on 130 hurts Jay H equals 22 hurts and 2 Ch is equal to 7 and that's pretty cool now there's even cool stuff embedded in this if you look at the scene the teams are remember this thing is isotopic labeled so most the carbon surprise and only a 1 one-percent abundance but then that several methylene and the carbon Eola present that 100 % a 99 percent isotopic abundance so you get to see something that you never never stay in regular carbon and Amara except in what's called inadequate experiment which will talk about at the very end of this year the quarter which is carbon carbon couple and if you look at the Spectrum now we see some neat stuff so this is the proton decouple wrap your head around this is the proton decoupled carbon animal are but of course you still see carbon-carbon coupling and carbon phosphorus coupling steel look at this week over here and you look at the lines over here and not Pete is 18 do do that's your Carbondale what's your car video it's a doubling of tablets and doing the same thing we did before taking 1 minus 2 0 1 1 minus 3 we can extract RJ values so our D-Day here for the Carbondale ends up being J is equal to but let's see I get 59 hurts In the end I get 6 her for analyzing and if I do the same thing this carbon here and I look at this carbon and we can see it over here as this very very very very nice very pretty doublet of double the CH 2 and I do the same thing here and I get 134 hurts In the end I get 59
so let's figure figure this out because now we have a puzzle probably have 3 different jails and we have 3 different relationships here what is the 15 million hertz have half the heft correspond to has to correspond to the carbon-carbon coupling because because carbon because coupling is mutual so you're J-1 sees is equal to 59 hurts now this guy is a doubling of doublets with 59 hurts in 6 her so what is the 6 hurts 1st to bond phosphorus Koblenz coupling Jane Chu peace saying is equal to 6 hearts and the last coupling we observed is 134 what's that 104 the methylene here what's that coupling the 130 was 100 in 30 40 hour that's your 1 bond carbon phosphorus coupling that year right 1 bond J 1 what's that yet that attach a Peace saying is equal to 134 are at last they stretcher Imagination's I don't have a phosphorus and but imagine I had a protons d coupled Peace 31 animal or spectrum what would the peak for phosphorus 1 take everyone agrees splitting pattern what would is splitting pattern a doubling of doublets and what would the Jays 6 and 134 so if we took a proton the couple phosphorus and Amara you'd expect to see a pattern that looks was as Richard Nixon here pattern that looks like this a doubling of double its with a really big J for the 1 bond coupling and a much smaller cut patent for the 2 bond simply PC I think I've taken enough of your time today so that's a wraps up and that'll set you
in good stead to attach his next homework said that has all sorts of cool couplings that you had a question
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