15. Analytical Techniques:IR, NMR, Mass Spect

Describe the ¹H NMR spectrum you would expect for each of the following compounds, indicating the relative positions of the signals:

f.

Explain how the following compounds, each with the same molecular formula, could be distinguished by their ¹H NMR spectra.

Describe the ¹H NMR spectrum you would expect for each of the following compounds, indicating the relative positions of the signals:

k.

Describe the ¹H NMR spectrum you would expect for each of the following compounds, indicating the relative positions of the signals:

g. CH₃CH₂OCH₂CH₃

The following ¹H NMR spectra are for four compounds, each with molecular formula of C₆H₁₂O₂. Identify the compounds.

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Sketch the following spectra that would be obtained for 2-chloroethanol:

b. The ¹H NMR spectrum for a sample of the alcohol that contains a trace amount of acid.

Sketch the following spectra that would be obtained for 2-chloroethanol:

a. The ¹H NMR spectrum for an anhydrous sample of the alcohol.

The ¹H NMR spectra of three isomers with molecular formula C₇H₁₄O are shown here. Which isomer produces which spectrum?

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An alkyl halide reacts with an alkoxide ion to form a compound whose ¹H NMR spectrum is shown here. Identify the alkyl halide and the alkoxide ion. (Hint: See Section 9.15.)

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Identify each of the following compounds from the ¹H NMR data and molecular formula:

b. C₈H₉Br: a 3H doublet at 2.01 ppm a 1H quartet at 5.14 ppm

a 5H broad singlet at 7.35 ppm

The ¹H NMR spectra of three isomers with molecular formula C₄H₉Br are shown here. Which isomer produces which spectrum?

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The ¹H NMR spectra of three isomers with molecular formula C₄H₉Br are shown here. Which isomer produces which spectrum?

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The ¹H NMR spectra of three isomers with molecular formula C₄H₉Br are shown here. Which isomer produces which spectrum?

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Match each of the ¹H NMR spectra with one of the following compounds:

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Propose structures that are consistent with the following spectra. (Integral ratios are given from left to right across the spectrum.)

b. The ¹H NMR spectrum of a compound with molecular formula C₆H₁₀O₂ has two singlets with integral ratios of 2 : 3.