Chapter 17: Problem 37
Name the carboxylic acid and alcohol from which each ester is derived.
(a)
Chapter 17: Problem 37
Name the carboxylic acid and alcohol from which each ester is derived.
(a)
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Get started for freeGive the expected organic product when phenylacetic acid, PhCH \({ }_{2} \mathrm{COOH}_{\text {, is treated }}\) with each reagent. (a) \(\mathrm{SOCl}_{2}\) (b) \(\mathrm{NaHCO}_{3}, \mathrm{H}_{2} \mathrm{O}\) (c) \(\mathrm{NaOH}, \mathrm{H}_{2} \mathrm{O}\) (d) \(\mathrm{CH}_{3} \mathrm{MgBr}\) (one equivalent) (e) \(\mathrm{LiAlH}_{4}\) followed by \(\mathrm{H}_{2} \mathrm{O}\) (f) \(\mathrm{CH}_{2} \mathrm{~N}_{2}\) (g) \(\mathrm{CH}_{3} \mathrm{OH}+\mathrm{H}_{2} \mathrm{SO}_{4}\) (catalyst)
Using your roadmaps as a guide, show how to convert 4-methyl-1-pentene and
carbon dioxide into 5 -methylhexanoic acid. You must use 4 -methyl-1-pentene
and carbon dioxide as the source of all carbon atoms in the target molecule.
Show all reagents and all molecules synthesized along the way.
Show how to prepare pentanoic acid from each compound. (a) 1-Pentanol (b) Pentanal (c) 1-Pentene (d) 1-Butanol (e) 1-Bromopropane (f) 1-Hexene
On a cyclohexane ring, an axial carboxyl group has a conformational energy of \(5.9 \mathrm{~kJ}\) (1.4 kcal)/mol relative to an equatorial carboxyl group. Consider the equilibrium for the alternative chair conformations of trans-1,4-cyclohexanedicarboxylic acid. Draw the less stable chair conformation on the left of the equilibrium arrows and the more stable chair on the right. Calculate \(\Delta G^{0}\) for the equilibrium as written, and calculate the ratio of the more stable chair to the less stable chair at \(25^{\circ} \mathrm{C}\).
The \(K_{a 1}\) of ascorbic acid is \(7.94 \times 10^{-5}\). Would you expect ascorbic acid dissolved in blood plasma (pH 7.35-7.45) to exist primarily as ascorbic acid or as ascorbate anion? Explain.
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