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Write equations for the following acid- base reactions. Use the information in Table 2.2 or Appendix 4 to predict whether the equilibrium will favor the reactants or the products.

(a)

(b)

(c)

(d)

(e)

(f)

(g)

(h)

(i)

(j)

Short Answer

Expert verified

(a)

(b)

(c)

(d)

(e)

(f)

(g)

(h)

(i)

(j)

Step by step solution

01

Conjugate acid-base pair

The residual part of acid after losing a proton (H+) will have a tendency to accept a proton (H+) . Therefore, it will behave as a base. These pairs of substances which differ from one another by a proton (H+) are known as conjugate acid-base pairs. Consider a general example of an acid:

02

Ka  and  pKa

Ka is known as the acid dissociation constant and its value indicates the relative strength of the acid. pKa is defined as the negative logarithm (base 10 ) of Ka. Mathematically, pKa = -logKa. pKa value of strong acids is usually zero or even negative while the pKa value of weaker acids are greater than 4.

Kb is known as the base dissociation constant and its value indicates the relative strength of the base. pKb is defined as the negative logarithm (base 10) of Kb. Mathematically, pKb= -logKb.

03

Equilibrium positions of acid-base reactions

The formation of weaker acid and weaker base is favored by the acid-base equilibrium. Larger pKa means weaker is the acid while larger pKb means weaker is the base. Both the weaker acid and weaker base exist as either reactants or products and they are always present on the same side of the equation.

04

Prediction of equilibrium

(a)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

(b)

The weaker acid and weaker base are both present in the reactant side, hence the equilibrium will favor the reactants.

(c)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

(d)

The weaker acid and weaker base are both present in the reactant side, hence the equilibrium will favor the reactants.

(e)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

(f)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

(g)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

(h)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

(i)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

(j)

The weaker acid and weaker base are both present in the product side, hence the equilibrium will favor the products.

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Most popular questions from this chapter

Each of these compounds can react as an electrophile. In each case, use curved arrows to show how the electrophile would react with strong nucleophile sodium ethoxide, Na+ - OCH2CH3.

(a)

(b)

NH+4

(c)

CH3CH2Br

(d)

BH3

(e)

CH3COOH

(f)

The pKa of ascorbic acid (vitamin C, page 9) is 4.17 , showing that it is lightly more acidic than acetic acid (CH3COOH,pKa =4.74) .

(a)Show four different conjugate bases that would be formed by deprotonation of the four different OH groups in ascorbic acid.

(b) Compare the stabilities of these four conjugate bases, and predict which OH group of ascorbic acid is the most acidic.

(c) Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH ) group

Consider the following proposed Bronsted-Lowry acid-base reactions. In each case, draw the products of a transfer of the most acidic proton on the acid to the most basic site on the base. Use Appendix 4 to find the pKa values for the acids and the pKb values for the bases. Then determine which side of the reaction is favored, either reactants of products.

(a)

(b)

(c)

(d)

(e)

(f)

The following compound can become protonated on any of the three nitrogen atoms. One of these nitrogens is much more basic than the others, however.

  1. Draw the important resonance forms of the products of protonation on each of the three nitrogen atoms.
  2. Determine which nitrogen atom is the most basic.

Circle the member of each pair that is more soluble in water.

(a) CH3CH2OCH2CH3 or CH3CH2CH2CH2CH3

(b) CH3CH2OCH2CH3 or CH3CH2CH2OH

(c) CH3CH2NHCH3 or CH3CH2CH2CH3

(d) CH3CH2OH or CH3CH2CH2CH2OH

(e) or

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