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# Lecture 15. Coupling Involving Other Nuclei

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#### Automatisierte Medienanalyse

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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
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
Hydroxybuttersäure <gamma->
Kohlenstofffaser
Klinischer Tod
Generikum
Chloroform
Wasser
Computeranimation
Scherfestigkeit
Chemische Bindung
Elektronegativität
Alkoholgehalt
Hexane
Elektronentransfer
Vorlesung/Konferenz
Hybridisierung <Chemie>
Nucleolus
Systemische Therapie <Pharmakologie>
Deuterium
Weibliche Tote
Phosphor
Sonnenschutzmittel
Hydrierung
Elektron <Legierung>
Quellgebiet
Satelliten-DNS
Azokupplung
Protonierung
Nucleolus
Bukett <Wein>
Thermoformen
Nucleotide
Erholung
Sauerstoffverbindungen
Stoffwechselweg
Emissionsspektrum
PEEK
Phosphide
Präkursor
Sense
Chemische Bindung
Methylgruppe
Alkoholgehalt
Hexane
Vorlesung/Konferenz
Molekül
Hybridisierung <Chemie>
Phosphor
Sonnenschutzmittel
Elektron <Legierung>
Magd
Cycloalkane
Base
Schelfeis
Gen
Injektionslösung
Keimzentrum
Thermoformen
Benzolring
RWE Dea AG
Hydroxybuttersäure <gamma->
Chemische Forschung
Kohlenstofffaser
Generikum
Orbital
Fluor
Chemische Verbindungen
Hyperpolarisierung
Altern
Elektronegativität
Atombindung
Neotenie
Funktionelle Gruppe
Zunderbeständigkeit
Systemische Therapie <Pharmakologie>
Hydrierung
Aktivität <Konzentration>
Molekülbibliothek
DNS-Doppelhelix
Quellgebiet
Setzen <Verfahrenstechnik>
Azokupplung
Nucleolus
Wasserstoffbrückenbindung
Chemischer Prozess
Tube
Tiermodell
Emissionsspektrum
PCT
Kohlenstofffaser
Setzen <Verfahrenstechnik>
Wasser
Alphaspektroskopie
Fluor
Azokupplung
Protonierung
Chemische Struktur
Malerfarbe
Ausschwitzen
Chemische Bindung
Funktionelle Gruppe
Artefakt <Histologie>
Advanced glycosylation end products
Röntgenspektrometer
Periodate
Kohlenstoffatom
Biologisches Material
Grenzfläche
Emissionsspektrum
Kohlenstofffaser
Hyperpolarisierung
Chemische Bindung
Sammler <Technik>
Methylgruppe
Hexane
Vorlesung/Konferenz
Funktionelle Gruppe
Hybridisierung <Chemie>
Ethylen
Krankengeschichte
Hydrierung
Elektron <Legierung>
Potenz <Homöopathie>
Silicone
Schönen
Quellgebiet
Cycloalkane
Uranlagerstätte
Acetylen
Ethanol
Propionaldehyd
Satelliten-DNS
Azokupplung
Protonierung
Nucleolus
Cyclobuten
Butyraldehyd
Abschrecken
Tee
Kohlenstoffatom
Phosphor
Hydrierung
Stahl
Fülle <Speise>
Emissionsspektrum
Ethylgruppe
Kohlenstofffaser
Quellgebiet
Extraktion
Karat
Elementenhäufigkeit
Azokupplung
Protonierung
Chemische Bindung
Fließgrenze
Abschrecken
Molekül
Tablette
Phosphor
Azokupplung
Protonierung
Emissionsspektrum
Chemische Bindung
Kohlenstofffaser
Stoffpatent
Vorlesung/Konferenz
Fleischerin