Problem 53
Write reasonable mechanisms for each of the following reactions: a. \(\mathbf{b}\). c. \(\mathrm{CH}_{3} \mathrm{CO}_{2} \mathrm{CH}_{3}+\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CO}_{2} \mathrm{H} \stackrel{\mathrm{H}^{\oplus}}{=} \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CO}_{2} \mathrm{CH}_{3}+\mathrm{CH}_{3} \mathrm{CO}_{2} \mathrm{H}\) The order of reactivity for \(\mathrm{CH}_{3} \mathrm{CO}_{2} \mathrm{R}\) is \(\mathrm{R}=\mathrm{CH}_{3}->\mathrm{CH}_{3} \mathrm{CH}_{2}-\gg\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CH}-\).
Problem 57
Write equations for a practical laboratory synthesis of each of the following substances from the indicated starting materials (several steps may be required). Give reagents and conditions. a. 2 -chloroethyl bromoethanoate from ethanol and/or ethanoic acid b. 2 -methoxy-2-methylpropanamide from 2 -methylpropanoic acid c. 3,5,5-trimethyl-3-hexanol from 2,4,4-trimethyl-1-pentene (commercially available) d. 3,3-dimethylbutanal from 2,2-dimethylpropanoic acid e. \(2,3,3\) -trimethyl-2-butanol from 2,3-dimethyl-2-butene
