For each of the molecules shown below, draw the acid dissociation reaction. If aconjugate base has resonance structures, draw all valid resonance structures.AH* +H.- H* +CF3H.CH* +Identify the stronger acid in each of the pairs below; provide an explanafor each pair.A & BB &CA& C

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Answered: For each of the molecules shown below,…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter4: Polar Bonds, Polar Reactions

Section: Chapter Questions

Problem 13E: For each molecule below, draw the conjugate acid or conjugate base or both if the molecule hasboth a...

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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).
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 the molecules below, draw the acid dissociation reaction. If a conjugate base has resonance structures, draw them all. Then, identify the stronger acid in each of the pairs shown below and provide an explanation for each.
Rank the following acids in order from weakest acid to strongest acid. Explain why you ranked the acids in the designated order. Your answer should include, if applicable, reasons based in inductive effects, resonance (electron donating groups vs electron withdrawing groups), etc.
Draw the organic product of the lewis acid-base reaction shwon below. Include all lone pairs and charges as appropriate.
Proivde your view on this "The acidity of HA increases when the conjugate base A:− is resonancestabilized" ?
Draw the products of the following acid/base reactions, depict the proton exchange with electron-pushing arrows, AND circle the proper reaction arrow to indicate if reactants or products (or neither) are favoured at equilibrium. Using the provided pKa table, write all relevant pKa values (i.e. for the two reactants if available and the conjugate acid). Finally, label the acid, base, conjugate acid, and conjugate base.
Rank the ions (-CH3, -NH2, HO-, and F-) from most basic to least basic.
The pKa of ascorbic acid (vitamin C, page 55) is 4.17, showing that it is slightly more acidic than acetic acid (CH3COOH, pKa 4.74). Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH) group.
H2S+H2O H3O+ + HS- Which specie is the conjugate acid?
Rank the benzoic acid derivatives 1-6 from weakest to strongest acid
Using the data in the table, which of the conjugate bases below is the strongest base? A) OAc- B) C7H5O2- C) NO2- D) F- E) OAc- and C7H5O2-

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