Treatment of compound D with LIAIH, followed by H,O forms compound E. D shows a molecular ion in its mass spectrum at m/z = 71 and IR absorptions at 3600 – 3200 and 2263 cm. E shows a molecular ion in its mass spectrum at m/z= 75 and IR absorptions at 3636 and 3600 – 3200 cm1. Propose structures for D and E from these data and the given 'H NMR spectra. Part 1 out of 2 1H NMR of D 2 H 2 H 1 H 8 7 4 3 1 ppm -LO CO

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Q: HO

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Q: 69 1000- 800.0 600.0 41 400.0 128 100 123 200.0 151 196 0.000 50.00 100.0 150.0 200.0 m/z Abundance

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NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.