Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of

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Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of

Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of the compound. What functional group must this compound contain?

010 1H shift chart 304.pdf

1c page 4.jpg

Organic-Chemistry Nmr

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Answer #1

Molecular Formula : \(\mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}\)

Degree of unsaturation: \(C+1-H / 2\)

\(=4+1-10 / 2\)

\(=0\)

Upon shaking the sample with \(\mathrm{D}_{2} \mathrm{O}\), the doublet at 2.2 ppm disappears. So, it exchanges hydrogen, and hence it contains a hydroxyl group.

So its an alcohol.

answered by: Sutali

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Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D_2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of the compound. What functional group must this compound contain?

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Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of

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Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of

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Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample...

Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of

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Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample...

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Predict the structure of the compound that gives the spectrum shown below. Upon shaking the sample with D2O, the doublet at 2.2 ppm disappears from the spectrum and the peak at 3.7 ppm simplifies to a clean sextet. Calculate the degree of unsaturation of