Question

DIELS-ALDER laboratory

please interpret the HNMR, please briefly describe each peak

Predicted HENMR Spectrum في فات 5.60 15.60 75.59 -5.59 5.59 15.58 15.58 -3.16 13.15 3.14 13.14 13.13 -3.12 5 EN wo 0.034 0.032 0.030 0.028 0.026 0.024 0.022 0.020 0.018 0.016 0.014 0.012 0.010 0.008 0.006 0.004 0.002 1.00- 00 6.526.48 6.445.64 5.60 5.56 f1 (ppm) 5.53.203.163.12 3.08

Answer 1

Solution:

t er solution and sob enth af DIELS-ALDER laboratory Data from NMR spectra 3. 12.-3.16 ppm (doublet of doublet, 1H) 5.56-5.61 ppm (multiplate, IH) 6. 48-6.52ppm (doublet of doublet, 14) and out sam from this data we can say that there are three type of protons. since following compounds are products of DIELS-ALDER REACTION- stret, compounds to endo 1 exo 1 HH Mb nc endo a exo 2 nam X a Wh © Ha H Ha & 2 K exot- given wmR endo, and endo a have 4 types of protons. thus spectra is not of endo e or endos exon. endo a and exo I have a types of protons, thus they may be are possible structures. Since both structures are symmetric. from the chemical shift of He which is 3.12-3.16 ppm we can say that presented WMR should be exog. As He in eno a show shielded chemical shift due to anisotropic effect of alkene. 5.6 ppm 6.5ppm & the WO - He oppn THEO Cexpected 6.48-6.52ppm Hb La te 5.56-5.61 ppm 3.12- 3.16 ppm endo 2 exo2

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