Consider acid base reaction shown below. Assuming that pyridine and acetic acid are mixed in equal concentrations and using pKa values of acetic acid and pKa value of pyridinium cation calculate what percent of pyridine is transformed to the pyridinium cation in this reaction. Answer is numerical. Round the answer to the nearest whole number.

Consider acid base reaction shown below. Assuming that pyridine and acetic acid are mixed in equal concentrations and using pKa values of acetic acid and pKa value of pyridinium cation calculate what percent of pyridine is transformed to the pyridinium cation in this reaction. Answer is numerical. Round the answer to the nearest whole number.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.31P

See similar textbooks

Similar questions

Acid-Base Equilibria Many factors contribute to the acidity of organic compounds. Electronegativity, resonance, induction, hybridization, aromaticity, and atomic size, all play a role. In the following comparisons, you are asked to identify the factor(s) that would be most important to analyze when predicting relative acidity, and then to predict the trend in acidity and pKa values. For each of the following pairs of compounds answer the following two multiple-choice questions. 1. What factor(s) are the most important to consider when predicting the relative acidity of the two compounds? a. Electronegativity of the atom possessing the hydrogen. b. Resonance stabilization of the anionic conjugate base. c. Inductive stabilization of the anionic conjugate base. d. Hybridization of the atom possessing the hydrogen. e. The atomic size of the atom possessing the hydrogen.
1) Complete the following reactions and identify the acid, base, conjugate acid and conjugate base. CH;CH,NH2 (aq) + H2O (1) a) CH;COOH (aq) + H,O (I) b) c) Identify the conjugate base and conjugate acid of each of the following. Conjugate Base Molecule Conjugate Acid HCO3 H20 HSO4- H2PO4
Benzoic acid (C6H5COOH) and aniline (C6H5NH2) areboth derivatives of benzene. Benzoic acid is an acid withKa = 6.3 x10-5 and aniline is a base with Ka = 4.3 x10-10. (a) What are the conjugate base of benzoic acid andthe conjugate acid of aniline? (b) Anilinium chloride(C6H5NH3Cl) is a strong electrolyte that dissociates intoanilinium ions (C6H5NH3+) and chloride ions. Which willbe more acidic, a 0.10 M solution of benzoic acid or a 0.10M solution of anilinium chloride? (c) What is the value ofthe equilibrium constant for the following equilibrium?C6H5COOH(aq) + C6H5NH2(aq) ⇌ C6H5COO-(aq) + C6H5NH3+(aq)
In the following reaction in aqueous solution, the acid reactant is and its conjugate base is CH;COOH(aq) + H2O * CH3CO0 (aq) + H30 (aq) A CH3COOH; CH3C00 B CH3COOH; NH4 NH3; CH3CO0 D) NH3; NH4" E CH3COOH; H30*
What is the pOH of:(a) a 0.0100 F solution of phtalic acid?(b) a 0.0100 F solution of monopotassium phtalate? (c) a 0.0100 F solution of dipotassium phtalate?if pKa1 = 2.950 and pKa2 = 5.408 for phtalic acid
Benozic acid (C6H5COOH) has a pKa of 4.20. What is the ratio of the acid to its conjugate acid at a pH of 2.20 and what is the formula of the conjugate acid?
(a) Given that Ka for acetic acid is 1.8 x 10-5 and that forhypochlorous acid is 3.0 x 10-8, which is the stronger acid?(b) Which is the stronger base, the acetate ion or the hypochloriteion? (c) Calculate Kb values for CH3COO- and ClO-.
Predict the stronger acid in each pair: (a) HNO3 or HNO2;(b) H2S or H2O; (c) H2SO4 or H2SeO4; (d) CH3COOH or CCl3COOH.
1a) Consider the reaction AH(+) + H₂O A: + H3O+). For the following named acids: a) draw the structure of the acid, b) give the approximate pKa of the conjugate acid in units of 5, c) give the name of the conjugate base, and d) draw the structure of the conjugate base. p-Toluenesulfonic acid acid Conjugate base Imidazolium cation pka_ pKa iso-Propanol pKa Acetylene pKa
Acid Conjugate base Acid H2CO3 HCO3 Base Strength Strength Increases Increases H2PO4 HPO,- (1) The acid with the smallest value of Ka is (A) H2CO3 (B) H2PO4 (1) The acid with the largest value of pKa is (A) H2CO3 (B) H2PO4
In the following reaction in aqueous solution, the base reactant is and its conjugate acid product is CH3COOH(aq) + NH3(aq) CH3COO (ag) + NH4 (ag) O NH3: NH4 NH3: CH3COO CH3COOH; NH4 CH3COOH; H30+ CH3COOH; CH3CO*
Ammonia (NH3) is a weak base that under acidic conditions becomes protonated to the ammonium ion in thefollowing reaction:NH3 + H+ → NH4 +NH3 freely permeates biological membranes, including thoseof lysosomes. The lysosome is a subcellular organelle witha pH of about 4.5–5.0; the pH of cytoplasm is about 7.0.What is the effect on the pH of the fluid content of lysosomes when cells are exposed to ammonia? Note: Ammonium (NH4 +) does not diffuse freely across membranes.