The ¹H NMR spectrum of 1a exhibits signals at 3.74 and 3.39 ppm, representing the positions C1 and C3, respectively, while the protons at positions C2 and C4 produce signals at 5.63 and 5.52 ppm, respectively. Explain why the protons are grouped this way, and why there is such a large difference in chemical shifts between the two groups of protons. R 9 R 6 5

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The ¹H NMR spectrum of 1a exhibits signals at 3.74 and 3.39 ppm, representing the positions C1 and C3, respectively, while the
protons at positions C2 and C4 produce signals at 5.63 and 5.52 ppm, respectively. Explain why the protons are grouped this way,
2
and why there is such a large difference in chemical shifts between the two groups of protons.
R-
87
R 7
6
O C1 and C3 are electron-rich due to resonance, so the protons on these carbon atoms are shielded.
OC2 and C4 are electron-rich due to resonance, so the protons on these carbon atoms are shielded.
C1 and C3 are electron-rich due to resonance, so the protons on these carbon atoms are deshielded.
C2 and C4 are electron-rich due to resonance, so the protons on these carbon atoms are deshielded.
3
5
Transcribed Image Text:The ¹H NMR spectrum of 1a exhibits signals at 3.74 and 3.39 ppm, representing the positions C1 and C3, respectively, while the protons at positions C2 and C4 produce signals at 5.63 and 5.52 ppm, respectively. Explain why the protons are grouped this way, 2 and why there is such a large difference in chemical shifts between the two groups of protons. R- 87 R 7 6 O C1 and C3 are electron-rich due to resonance, so the protons on these carbon atoms are shielded. OC2 and C4 are electron-rich due to resonance, so the protons on these carbon atoms are shielded. C1 and C3 are electron-rich due to resonance, so the protons on these carbon atoms are deshielded. C2 and C4 are electron-rich due to resonance, so the protons on these carbon atoms are deshielded. 3 5
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