Resonance sampling s91 Nuclear Magnetic QUESTIONS H NMR given below (Figs. 836 8

Question

Resonance sampling s91 Nuclear Magnetic QUESTIONS H NMR given below (Figs. 836 840 along with the molecular formula of the compound." u should be able to account for at least one acceptable structure and for all of the observed resonances. 8-16. C Spectrum a Figure 8.36 NMR unknown spectrum a. 17. CaH6O2. Spectra band c Two compounds with the same empirical formula: Figure 8.37a NMR unknown spectrum b From Pouchert, C. The Aldrioh Library of NMR Spectra, 2nd ed: Aldrich Chemical Co: Mihwaukee, WI, 1983.

Explanation / Answer

in the problem 1,

DBE = 1 (one double bond)

the molecule has a triplet at 1.2 ppm, means it must be CH3-CH2.

The molecule has a sharp singlet at 2.0 ppm means, it must be CH3 C=O

The molecule has a quarteret at 2.5 ppm means the above mentioned CH2 that is adjacent with CH3

Hence the structure can be given as CH3CH2 C(O) CH3 (Figure is attached)

17) The structure corresponds to CH3COOCH3 as DBE = 1 (one double bond )

The CH3CO singlet will appear at 2 ppm and the -OCH3 will appear at 3.5. Note worthy that these are singlets for the fact that they dont have any adjacent carbons that bear protons to split peaks

The last compound is CH3CH2OH

CH3 will appear as a triplet at 1.2 ppm and CH2 will appear as a quarteret at 4 ppm and -OH will appear at 8 ppm and as a broad singlet unless resolved

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