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Chapter 2: 2.11 (page 68)

Estimate the pKaof each of the indicated bonds.

a.

b.

c.

Short Answer

Expert verified

a. 38

b. 16

c.2.9

Step by step solution

01

Dissociation constant of acid

The dissociation constant of acid (Ka)quantifies the acid鈥檚 strength in a solution. The pKa value is less if the acid is strong and vice-versa.

02

Relation between the conjugate base and acidic strength

The acid鈥檚 strength is inversely correlated to the strength of its conjugate base. If the acid is weak then the conjugate base will be strong.

03

Estimation of pKa of bonds

a. The pKaof the nitrogen-hydrogen bond in H2N-His 38. Thus, the estimated pKa value of the nitrogen-hydrogen bond, that is, a primary amine,is also 38.


b. The pKa of the oxygen-hydrogen bond in CH3CH2O-His 16. Thus, the estimated pKavalue of the oxygen-hydrogen bond is also 16.

c. The pKa of the oxygen-hydrogen bond in HCOO-His 3.75. The addition of bromine tends to decrease the pKavalue to some extent. Thus, the estimated pKa value of the oxygen-hydrogen bond in bromoacetic acid is also 2.9.



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Most popular questions from this chapter

Consider two acids:HCO2H (formic acid, pKa=3.8)and pivalic acid [CH3CCO2H,pKa=5.0].

(a)Which acid has the larger Ka? (b)Which acid is the stronger acid? (c) Which acid forms the stronger conjugate base?(d)When acid is dissolved in water, for which acid does the equilibrium lie further to the right?

Which H atom in vitamin C (ascorbic acid) is most acidic?

Which anion (A or B) is the stronger base?

Draw the product formed when (CH3CH2)3N, a Lewis base, reacts with each Lewis acid:

a. role="math" localid="1648902828598" B(CH3)3

b. role="math" localid="1648902808294" (CH3)3C+

c.AlCl3

Use the principles in Section 2.5 to label the most acidic hydrogen in each drug. Explain your choice.

a.

b.

c.
See all solutions

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