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Chapter 2: Q12P (page 57)

Estimate the pKa values of the following compounds.

(a)CH3CH2CH2NH2

(b)CH3CH2CH2OH

(c)CH3CH2COOH

(d)CH3CH2CH2NH3+

Short Answer

Expert verified

(a)40

(b) 50

(c)5

(c)10

Step by step solution

01

Understanding the pKa values.

The strength of an acid is indicated using pKa values. The greater the pKa value, the weaker is the acidity of an acid. High the pKa value indicates that the acid does not dissociate fully.

02

Estimating the pKa values for Subpart (a):

For CH3CH2CH2NH2 , the pKa value is 40.

03

Estimating the pKa values for Subpart (b):

For CH3CH2CH2OH , the pKa value is 50.

04

Estimating the pKa values for Subpart (c):

For CH3CH2COOH , the pKa value is .5

05

Estimating the pKa values for Subpart (d):

For CH3CH2CH2NH3+ , the pKa value is 10.

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Most popular questions from this chapter

Draw the products of the following acid鈥揵ase reactions:

a. CH3NH3++H2O

b. HBr +CH3OH

c. CH3NH3++ OH-

d.CH3NH2+ CH3OH

Which of the reactions in Problem 3 favour formation of the reactants, and which favour formation of the products?

(a) CH3N+H3+H2O

(b) HBr+CH3OH

(c) CH3NH3+HO-

(d) CH3NH2+CH3OH

(The pKavalues can be found in Sections 2.3 and 2.6.)

From which of the following compounds can HO- remove a proton in a reaction that favors product formation?

An atom with a formal charge does not necessarily have more or less electron density than the atoms in the molecule without formal charges. We can see this by examining the potential maps for H2O,H30+and OH-.

  1. Which atom bears the formal negative charge in the hydroxide ion?

  2. Which atom has greater electron density in the hydroxide ion?

  3. Which atom bears the formal positive charge in the hydronium ion?

  4. Which atom has the least electron density in the hydronium ion?

Calculate the equilibrium constant for the acid-base reaction between the reactants in each of the following pairs:

a.HCl+H2O

b.CH3COOH+H2O

c.CH3NH2+H2O

d.CH3N+H3+H2O
See all solutions

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