aund= ney, churge Na O NH2 attack Tonic c) CH3CH2CH2CH,Li + NH3 (acid CH 3 CH2 CH2-CHz t WH2 (Conj acud) (base) (ca bu 2. The equilibrium idea means that if the reaction is reversible there will be four species in solution at one time, the acid, the base, the conjugate acid, and the conjugate base. Sometimes this is what is required, but at other times we need to choose bases that will completely deprotonate every molecule of acid, i.e. send the reaction completely to the right. These bases will include CH3CH,CH2CH;Li, NaNH2, and LiN(i-Pr)2. Weaker bases will include NaOH, NAOCH3, KOtBu, and NaOCH2CH3. For each of these bases, give the products formed when they react with H2O, then use pKa values to get an idea of the relative base strengths of these compounds. You will provided 7 separate reactions. 3. In CHEM 3112, we will study reactions based on the deprotonation of ketones such as acetone, (CH3)2C=0, which has a pKa of 19. Given the bases LiN(i-Pr)2 and NaOCH3, decide which one will be useful to completely deprotonate acetone, and which one will be useful for setting up an equilibrium. Explain your choices.

aund= ney, churge Na O NH2 attack Tonic c) CH3CH2CH2CH,Li + NH3 (acid CH 3 CH2 CH2-CHz t WH2 (Conj acud) (base) (ca bu 2. The equilibrium idea means that if the reaction is reversible there will be four species in solution at one time, the acid, the base, the conjugate acid, and the conjugate base. Sometimes this is what is required, but at other times we need to choose bases that will completely deprotonate every molecule of acid, i.e. send the reaction completely to the right. These bases will include CH3CH,CH2CH;Li, NaNH2, and LiN(i-Pr)2. Weaker bases will include NaOH, NAOCH3, KOtBu, and NaOCH2CH3. For each of these bases, give the products formed when they react with H2O, then use pKa values to get an idea of the relative base strengths of these compounds. You will provided 7 separate reactions. 3. In CHEM 3112, we will study reactions based on the deprotonation of ketones such as acetone, (CH3)2C=0, which has a pKa of 19. Given the bases LiN(i-Pr)2 and NaOCH3, decide which one will be useful to completely deprotonate acetone, and which one will be useful for setting up an equilibrium. Explain your choices.

Chemistry & Chemical Reactivity

9th Edition

ISBN:9781133949640

Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel

Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel

Chapter16: Principles Of Chemical Reactivity: The Chemistry Of Acids And Bases

Section: Chapter Questions

Problem 116IL: Amino acids are an important group of compounds. At low pH, both the carboxylic acid group (CO2H)...

See similar textbooks

Similar questions

Consider the following dissociation reaction of the weak acid, HA: HA + H2O ⇔ H3O+ + A- What is the name given to the equilibrium constant of this type of reaction? A. The rate constant. B. The acidity constant. C. The acid ionisation constant. D. The buffer constant
Consider the following aqueous chemical equilibrium of benzoic acid, a weak acid: C6H5COOH(aq) + H2O(l) is in equilibrium with H3O+(aq) + C6H5COO-(aq) a. The addition of H3O+(aq) to the chemical equilibrium will have what effect on the amount (moles) of C6H5COO-(aq) in the system? b. Addition of OH-(aq) to the chemical equilibrium will have what effect on the amount (moles) of C6H5COOH(aq) in the system? c. Removal of C6H5COO-(aq) from the chemical equilibrium will have what effect on the amount of (moles) H3O+(aq) in the system? d. Increasing the pH of the solution will have what effect on the amount (moles) of C6H5COOH(aq) in the system?
The acid-dissociation constant for chlorous acid (HClO2) is1.1 x 10-2. Calculate the concentrations of H3O+, ClO2-,and HClO2 at equilibrium if the initial concentration ofHClO2 is 0.0125 M.
Calculate the pH, pOH, and fraction of solute protonated or deprotonated in the following aqueous solutions: (a) 0.150 M CH3CH(OH)COOH(aq) (lactic acid), (b) 2.4 x 10-4 M CH3CH(OH)COOH(aq), (c) 0.25 M C6H5SO3H(aq) (benzenesulfonic acid). The appropriate values for pKa or pKb are given inthe table.
Benzoic acid (C6H5CO2H) is a weak acid with a dissociation constant. Ka = 6.4 x 10-5 mol/dm3 at 250C. What happens when: Hydrogen chloride gas is bubbled through an aqueous solution of benzoic acid? An aqueous solution of sodium benzoate mixed with an aqueous solution of benzoic acid.
If the equilibrium constant for the reaction A+ B ⇌ C is reported as 0.432, what would be the equilibrium constant for the reaction written as C ⇌ A+ B?
If the equilibrium constant for a reaction A + B <=> 2C is measured as Keq = 1.318. What would the value be for the same reaction if written as 2C <=> A + B. Keq' = ____. 3 sig. fig.
The equilibrium at 25 °C MaCl5 (aq) + 4 H2O (l) ↔ H3MaO4 (aq) + 5 HCl (aq) Kc = 5500 ΔH°(rxn) = 28.1 kJ/mol, Determine the ΔG°(rxn)
Derive a pseudo/effective Henry’s constant formula for NH3 dissolved in water. Start from its equilibrium equation: NH3 + H2O NH3•H2O NH3•H2O NH4+ + OH-
Suppose a 0.25 M aqueous solution of phosphoric acid (H3PO4) is prepared. Calculate the equilibrium molarity of HPO4 2−. You'll find information on the properties of phosphoric acid in the ALEKS Data resource. Round your answer to 2 significant digits.
The dissociation expression of a dilute aqueous solution of acetic acid is shown as: CH3COOH(aq) + H2O(l) <-> CH3COO-(aq) + H3O+(aq) True False
If the equilibrium constant for a reaction A + B <=> 2C is measured as Keq = 6.873. What would the value be for the same reaction if written as 2C <=> A + B. Keq' = ____.