15. Analytical Techniques:IR, NMR, Mass Spect

Identify each of the following compounds from its molecular formula and its IR and ¹H NMR spectra:

b. C₆H₁₂O₂

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Identify each of the following compounds from its molecular formula and its IR and ¹H NMR spectra:

b.C₆H₁₄O

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A compound with molecular formula C₅H₁₀O₂ gives the following IR spectrum. When it undergoes acid-catalyzed hydrolysis, the compound with the ¹H NMR spectrum shown below is formed. Identify the compounds.

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An unknown compound (C₃H₂NCl) shows moderately strong IR absorptions around 1650 cm^–1 and 2200 cm^–1. Its NMR spectrum consists of two doublets (J = 14 Hz) at δ5.9 and δ7.1. Propose a structure consistent with these data.

Identify each of the following compounds from its molecular formula and its IR and ¹H NMR spectra.

d. C₄H₈O₂

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