Treatment of compound D with LIAIH4 followed by H2O 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-1. E shows a molecular ion in its mass spectrum at m/z = 75 and IR absorptions at 3636 and 3600 – 3200 cm-1. Propose structures for D and E from these data and the given 'H NMR spectra. 'H NMR of D 2H 2H 1H 8 7 6 2 ppm

Treatment of compound D with LIAIH4 followed by H2O 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-1. E shows a molecular ion in its mass spectrum at m/z = 75 and IR absorptions at 3636 and 3600 – 3200 cm-1. Propose structures for D and E from these data and the given 'H NMR spectra. 'H NMR of D 2H 2H 1H 8 7 6 2 ppm

Organic Chemistry

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ISBN:9781305080485

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Chapter15: Benzene And Aromaticity

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Problem 29AP: 3-Chlorocyclopropene, on treatment with AgBF4, gives a precipitate of AgCl and a stable solution of...

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Concept explainers

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.

Question

Treatment of compound D with LIAIH4
followed by H2O 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-1.
E shows a molecular ion in its mass spectrum
at m/z = 75 and IR absorptions at 3636 and
3600 – 3200 cm-1.
Propose structures for D and E from these
data and the given 'H NMR spectra.
'H NMR of D
2H
2H
1H
8
7
6
2
ppm

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