Chapter 18: Problem 6
Complete the following transesterification reaction (the stoichiometry is given in the equation).
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We have seen two methods for converting a carboxylic acid and an amine into an amide. Suppose that you start instead with a dicarboxylic acid such as hexanedioic acid and a diamine such as 1,6 -hexanediamine. Show how amide formation in this case can lead to a polymer (a macromolecule of molecular weight several thousands times that of the starting materials). As we shall see in Section 29.5A, the material produced in this reaction is the highmolecular-weight polymer nylon 66 , so named because it is synthesized from two 6 -carbon starting materials.
Nicotinic acid, more commonly named niacin, is one of the B vitamins. Show how nicotinic acid can be converted to (a) ethyl nicotinate and then to (b) nicotinamide.
Show the product expected when the following unsaturated \(\delta\)-ketoester is treated with each reagent.
Draw structural formulas for the products of complete hydrolysis of meprobamate, phenobarbital, and pentobarbital in hot aqueous acid.
Propose a structural formula for each compound consistent with its \({ }^{1} \mathrm{H}-\mathrm{NMR}\) and \({ }^{13} \mathrm{C}-\mathrm{NMR}\) spectra. (a) \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}_{2}\) (b) \(\mathrm{C}_{7} \mathrm{H}_{14} \mathrm{O}_{2}\)
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