Answer questions a-c about the Bronsted acid-base reaction below using the identifying letters A-D below eachstructure. The pKa's for the acids of interest are: hydrogen cyanide (pK = 9.3), and pyridinium ion (pK = 5.2).%3DH-CN:CNH.Aвhydrogen cyanidepyridinecyanidepyridiniuma) The stronger acid isb) Its conjugate base isc) The species that predominate at equilibrium are (two letters, e.g. ac)Submit AnswerRetry Entire Group7 more group attempts remainingPreviousNext

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Answered: Answer questions a-c about the Bronsted…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.4: Substituent Effects On Acidity

Problem 9P

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Answer questions a-c about the Bronsted acid-base reaction below using the identifying letters A-D below each structure.A table of pKa values for various organic and inorganic acids can be found in the references section.for parts 1 and 2 a) The weaker acid is b) Its conjugate base is c) The species that predominate at equilibrium are (two letters, e.g. AC)
Answer questions a-c about the Bronsted acid-base reaction below using the identifying letters A-D below each structure. The pKa's for the acids of interest are: water (pKa = 15.7), and phenol (pKa = 9.9).a) The stronger base is b) Its conjugate acid is c) The species that predominate at equilibrium are (two letters, e.g. ac)
According to the Evan's pKa table, phenol has a pKa of 9.95. p-Nitro and m-nitrophenol have pKas of 7.14 and 8.35 respectively. Using resonance structures, explain the observed trends in the acidity of these molecules.
Given that Ka for acetic acid is 1.8 * 10-5 and that for hypochlorous acid is 3.0 * 10-8, which is the stronger acid?
Aniline C6H5NH2 has a base dissociation constant (Kb) of 4.3 × 10-10. What is the conjugate acid of aniline and what is its acid dissociation constant (Ka)? (SHOW CALCULATION)
Sort the compounds below in order of increasing acidity. Explain your answer.
Benzoic acid (C6H5C02H) has Ka =6.3 x 10-5 a) What is the value of Kb for the benzoate ion (C6H5C02-)? b) What is the h30+ concentration of a O, 10 mol/dm3 solution of benzoic acid? c) What is the pH of the solution in (b) above?
Histidine is an important catalytic residue found at the active sites of many enzymes. In many cases, histidine appears toremove protons or to transfer protons from one location to another.(a) Show which nitrogen atom of the histidine heterocycle is basic and which is not.(b) Use resonance forms to show why the protonated form of histidine is a particularly stable cation.(c) Show the structure that results when histidine accepts a proton on the basic nitrogen of the heterocycle and then isdeprotonated on the other heterocyclic nitrogen. Explain how histidine might function as a pipeline to transfer protonsbetween sites within an enzyme and its substrate
Phthalic acid and isophthalic acid have protons on two carboxy groupsthat can be removed with base. (a) Explain why the pKa for loss of thefirst proton (pKa1) is lower for phthalic acid than isophthalic acid. (b)Explain why the pKa for loss of the second proton (pKa2) is higher forphthalic acid than isophthalic acid.
Treatment of indene with NaNH2 forms its conjugate base in a Brønsted– Lowry acid–base reaction. Draw all reasonable resonance structures for indene's conjugate base, and explain why the pKa of indene is lower than the pKa of most hydrocarbons.
Arrange the acids below in order of predicted decreasing strength (i.e., from strongest to weakest). A H3NB HClC H3PD H2SE H3As
Write equations for the following acid-base reactions. Label the conjugate acids and bases, and show any inductive stabilization. Predict whether the equilibrium favors the reactants or products. Try to do this without using a table of pKa values, (a) CH3CH2OH + CH3NH- (b) F3CCOONa + Br3C¬COOH(c) CH3OH + H2SO4 (d) NaOH + H2S(e) CH3NH3+ + CH3O- (f) BrCH2CH2OH + F3C¬CH2O-(g) NaOCH2CH3 + Cl2CHCH2OH (h) H2Se + NaNH2(i) CH3CHFCOOH + FCH2CH2COO- (j) CF3CH2O- + FCH2CH2OH

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