Given the ¹H NMR spectrum and the molecular formula, suggest a structure for each molecule. [The IR spectrum suggests the presence of two C=O bonds.]
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In the lab, ¹H NMR is often used to verify that a reaction has worked as expected by comparing the product spectrum with what is expected. Given the ¹H NMR of the reactant shown, draw the spectrum you'd expect to see of the product that results.

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For the compound shown, produce a table of the shift, integration, and multiplicity of each peak you would expect to see in a ¹H NMR spectrum.

(a) Using the ¹H NMR spectra, identify the reactants and product for this reaction.

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The spectral data below are presented in a manner similar to what you would find in a chemistry research journal. Identify the structure for each set of data.

(c) C₇H₁₄O₂ : ¹H NMR: δ 0.91 (3H, t, J = 7.0 Hz), 1.11 (6H, d, J = 7.0 Hz), 1.82 (2H, sextet), 2.40 (1H, sept, J = 7.0 Hz), 4.14 (2H, t, J = 7.1 Hz); IR (cm ⁻¹) : 1745, 1200

(b) Provide an arrow-pushing mechanism for the reaction.

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Given the ¹H NMR spectrum and the molecular formula, suggest a structure for each molecule. [The IR spectrum suggests the presence of two C=O bonds.]

(a) Important IR bands (cm ⁻ ¹) : 1728, 1708 [Note: The pKₐ of this molecule is around 10.]

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