chemist wants to perform a reaction using the reagent below, which can act as a Brønsted-Lowry base. Considering only the reagent's capacity to act as a base, check the boxes of any compounds in the table that the chemist should not use as the solvent for the reaction. Use the ALEKS Data resource to look up useful data. If all of the solvents below are acceptable, please check the box that says "All solvents are acceptable." All solvents are acceptable reagent 人。 ONa proposed solvent H N - CH, NH, do not use this solvent (check all that apply) ☐ ☐ ☐

As we shall see in Chapter 19, hydrogens on a carbon adjacent to a carbonyl group are far more acidic than those not adjacent to a carbonyl group. The anion derived from acetone, for example, is more stable than is the anion derived from ethane. Account for the greater stability of the anion from acetone.

For the previous four questions, label each molecule that appears in the question or your answer asstrong acid, strong base, weak acid, or weak base.

The following are equivalent ways of asking about the acidity of an H atom: • What is the most acidic H on the molecule? • Which H is associated with the published pKa value? • Which H on the molecule is easiest to remove? • Which H on the molecule takes the least energy to remove? • Which bond to an H is most polarized? • For which H atom is removal least uphill in energy? • Which bond to an H atom, when broken, results in the lowest PE conjugate base? We will often find the last of these questions is easiest to answer. To do this, find all the different Hatoms on the molecule, and draw all possible conjugate bases.Only the lowest-energy one is the “real” conjugate base. Identify this structure, and you have found the most acidic H. Use this strategy to find the most acidic H on each of the following molecules. Note: Each structure hasat least three different kinds of H’s, so draw at least three unique conjugate bases for each.