Answered: Compound K: molecular ion at 88; IR…

Compound K: molecular ion at 88; IR peak at 3600-3200 cm-1; 1H NMR data (ppm) at 0.9 (triplet, 3H), 1.2 (singlet, 6H), 1.5 (quartet, 2H), and 1.6 (singlet, 1H). Propose a structure.

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter13: Mass Spectrometry

Section: Chapter Questions

Problem 3Q

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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

Compound K: molecular ion at 88; IR peak at 3600-3200 cm^-1; ¹H NMR data (ppm) at 0.9 (triplet, 3H), 1.2 (singlet, 6H), 1.5 (quartet, 2H), and 1.6 (singlet, 1H).

Propose a structure.

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Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR spectrum at 1762 cm-1. C shows the following 1H NMR spectral data: 1.47 (doublet, 3 H), 2.07 (singlet, 6 H), and 6.84 (quartet, 1 H) ppm. What is the structure of C?
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