Rank the ions (−CH3, −NH2, HO−, and F−) from most basic to least basic.
Bruice 8th Edition
Ch. 2 - Acids and Bases: Central to Understanding Organic Chemistry
Problem 19c,dCalculate the equilibrium constant for the acid–base reaction between the reactants in each of the following pairs:
c. CH3NH2 + H2O
d. CH3N+H3 + H2O
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Key Concepts
Acid-Base Reactions
Equilibrium Constant (K)
pKa and pKb Values
Ethyne (HC≡CH) has a pKa value of 25, water has a pKa value of 15.7, and ammonia (NH3) has a pKa value of 36. Draw the equation, showing equilibrium arrows that indicate whether reactants or products are favored, for the acid–base reaction of ethyne with
b. −NH2.
c. Which would be a better base to use if you wanted to remove a proton from ethyne, HO− or -NH2?
Rank the carbanions shown in the margin from most basic to least basic.
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Ethyne (HC≡CH) has a pKa value of 25, water has a pKa value of 15.7, and ammonia (NH3) has a pKa value of 36. Draw the equation, showing equilibrium arrows that indicate whether reactants or products are favored, for the acid–base reaction of ethyne with
a. HO-.
Which of the following bases can remove a proton from acetic acid in a reaction that favors products?
HO− CH3NH2 HC≡C− CH3OH H2O Cl−
Which is a stronger acid?