Rank the basicity of the molecules A through E, shown. Select the correct response from each of the pull-down menus. N N A The most basic molecule is [Select] B N The second most basic molecule is [Select] The third most basic molecule is [Select] The fourth most basic molecule is [Select] The least basic molecule is [Select] C N D E

Rank the basicity of the molecules A through E, shown. Select the correct response from each of the pull-down menus. N N A The most basic molecule is [Select] B N The second most basic molecule is [Select] The third most basic molecule is [Select] The fourth most basic molecule is [Select] The least basic molecule is [Select] C N D E

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter4: Polar Bonds, Polar Reactions

Section: Chapter Questions

Problem 49CTQ

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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.
For each molecule below, draw the conjugate acid or conjugate base or both if the molecule hasboth a conjugate acid and a conjugate base (e.g., water).
Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label which starting material is the Lewis acid and which is the Lewis base; use curved arrows to show the flow of electrons in each reaction. In doing this problem, it is essential that you show valence electrons for all atoms participating in each reaction. (a) (b) (c) (d)
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.
Summarize the relationship between pKa and acid strength by completing the following sentences: a. The higher the pKa of an acid, the stronger or weaker the acid. b. The lower the pKa of an acid, the stronger or weaker the acid.
Rank the basicity of the molecules A through E, shown. Select the correct response from each of the pull-down menus. A B The most basic molecule is [Select] N The second most basic molecule is [Select] The third most basic molecule is [Select] The fourth most basic molecule is [Select] The least basic molecule is [Select] N C D ZI E
[Review Topics] [References] Scoring: Your score will be based on the number of correct matches minus incorrect matches. There is no penalty for missing matches. Use the References to access important values if needed for this questi Assign each species on the left to a category on the right. NH3 F HBr HCOOH Submit Answer Retry Entire Group strong acid weak acid strong base Clear All weak base 6 more group attempts remaining Previous
Put a 1 under the most basic molecule, a 2 under the second most basic molecule, and a 3 under the least basic molecule in each set of three molecules. Choose a set and give your reasoning for your answer.
Which do you expect to be the stronger acid: CH3CN or CH3NC? Explain. Hint: Draw out the complete Lewis structure for each molecule.
Rank the following compounds from most acidic to least. Rank from most acidic to least acidic. To rank items as equivalent, overlap. Reset Help CH,NH, CH,OH,* CH,OH most acidic least acidic The correct ranking cannot be determined.
Among three bases, X, Y¯, and Z¯, the strongest one is Y , and the weakest one is Z. Rank their conjugate acids, H HY, and HZ, in order of decreasing strength. Rank the acids from strongest to weakest. To rank items as equivalent, overlap them. • View Available Hint(s) Reset Help HZ HY HX Strongest acid Weakest acid
For each compound, indicate the atom that is most apt to be protonated