Hi could you help me with this problem please?
The following spectroscopic data were obtained for an organic compound:
i. MS (relative abundance in parentheses): M+ = 86 ; signals at 29 (92) and 41 (100) among others
ii. IR (cm-1): 3100 (weak sharp), 2970 (medium sharp), 2850 (medium), 1650 (weak sharp), 1100 (strong sharp)
iii. H1 NMR :
Signal A at 4 ppm (3H, triplet),
Signal B at 3.53 ppm (2H quartet),
Signal C at 4.01 ppm (2H, doublet),
Signal D1 at 5.25 ppm (1H, doublet)
Signal D2 at 5.28 ppm (1H, doublet)
Signal E at 5.95 ppm (1H, multiplet)
note: signal D1 and D2 are two separate signals, right next to each other, each with integration of 1H and multiplicity of "doublet"
iv. C13 NMR (proton \-decoupled):
Signal I at 14 ppm,
Signal II at 64 ppm,
Signal III at 71 ppm,
Signal IV at 115 ppm
Signal V at 135 ppm.
Please answer the following:
A. Draw the most likely structure of this compound. Show all of the hydrogens in the structure.
B. Label all H's with the signal letter that the Hproduces in the H1 NMR spectrum. Explain why each H1 NMR signal has the chemical shift specified. Be specific about each group of chemically-equivalent protons in this particular compound (not in general)
C. Explain multiplicities for EACH and EVERY H1 NMR signal (i.e. what is each signal being split by?). Make sure to explain why there are actually two signals near 5.25 ppm (signals D1 and D2) that are both doublets, instead of a single signal that would be a doublet of doublets. Note: The hydrogens producing signals D1 and D2 are actually coupled to each other, but the coupling constant is so small that it is hard to see any coupling of D1 with D2 in the spectrum. The info for D1 and D2 above assume that J for these two protons is 0 Hz. Also assume that long-range coupling is not observed.
Hi could you help me with this problem please?
The following spectroscopic data were obtained for an organic compound:
i. MS (relative abundance in parentheses): M+ = 86 ; signals at 29 (92) and 41 (100) among others
ii. IR (cm-1): 3100 (weak sharp), 2970 (medium sharp), 2850 (medium), 1650 (weak sharp), 1100 (strong sharp)
iii. H1 NMR :
Signal A at 4 ppm (3H, triplet),
Signal B at 3.53 ppm (2H quartet),
Signal C at 4.01 ppm (2H, doublet),
Signal D1 at 5.25 ppm (1H, doublet)
Signal D2 at 5.28 ppm (1H, doublet)
Signal E at 5.95 ppm (1H, multiplet)
note: signal D1 and D2 are two separate signals, right next to each other, each with integration of 1H and multiplicity of "doublet"
iv. C13 NMR (proton \-decoupled):
Signal I at 14 ppm,
Signal II at 64 ppm,
Signal III at 71 ppm,
Signal IV at 115 ppm
Signal V at 135 ppm.
Please answer the following:
A. Draw the most likely structure of this compound. Show all of the hydrogens in the structure.
B. Label all H's with the signal letter that the Hproduces in the H1 NMR spectrum. Explain why each H1 NMR signal has the chemical shift specified. Be specific about each group of chemically-equivalent protons in this particular compound (not in general)
C. Explain multiplicities for EACH and EVERY H1 NMR signal (i.e. what is each signal being split by?). Make sure to explain why there are actually two signals near 5.25 ppm (signals D1 and D2) that are both doublets, instead of a single signal that would be a doublet of doublets. Note: The hydrogens producing signals D1 and D2 are actually coupled to each other, but the coupling constant is so small that it is hard to see any coupling of D1 with D2 in the spectrum. The info for D1 and D2 above assume that J for these two protons is 0 Hz. Also assume that long-range coupling is not observed.
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