An organic lab student carried out the reaction of methylmagnesium iodide with acetone(CH3COCH3), followed by hydrolysis. During the distillation to isolate the product, she forgot to mark the vials she usedto collect the fractions. She turned in a product of formula C4H10O that boiled at 35 °C. The IR spectrum showed onlya weak O¬H stretch around 3300 cm-1, and the mass spectrum showed a base peak at m>z 59. The NMR spectrumshowed a quartet (J = 7 Hz) of area 2 at d 3.5 and a triplet (J = 7 Hz) of area 3 at d 1.3. Propose a structure for thisproduct, explain how it corresponds to the observed spectra, and suggest how the student isolated this compound.

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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.