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Chapter 2: Q. 2.57 (page 87)

Many drugs are Brønsted-Lowry acids or bases.

a. What is the most acidic proton in the analgesic ibuprofen? Draw the conjugate base.

b. What is the most basic electron pair in cocaine? Draw the conjugate acid.

Short Answer

Expert verified

As per the Brønsted Lowry acid-base theory, combining an acid with a base leads to the formation of several species like conjugate acid and conjugate base.

Step by step solution

01

Brønsted Lowry acid-base theory

As per the Brønsted Lowry acid-base theory, combining an acid with a base leads to the formation of several species like conjugate acid and conjugate base.

02

Identification of the most acidic proton and conjugate base of ibuprofen

The conjugate base can be created by removing the highly acidic proton. The most acidic proton of ibuprofen is given below:

The most acidic proton of ibuprofen

The conjugate base of ibuprofen is given below:

Conjugate base of ibuprofen

03

Identification of the most basic electron pair and the conjugate acid

The conjugate acid can be created by protonating the highly basic electron pair. The most basic electron pair in cocaine can be given as follows:

Most basic electron pair of cocaine

The conjugate acid of cocaine can be given as follows:

Conjugate acid of cocaine

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Most popular questions from this chapter

Rank the following ions in the order of increasing basicity:

a.CH3C-H2,CH3O-,CH3N-H

b.CH3-,HO–,Br–

c.

d.

Estimate the pKaof each of the indicated bonds.

a.

b.

c.

DBU, 1,8-diazabicyclo[5.4.0] undec-7-ene, is a base we will encounter in elimination reactions in Chapter 8. Which N atom is more basic in DBU? Explain your choice.

Which species are Lewis bases?

a. NH3

b. CH3CH2CH3

c. H-

d.H-C≡C-H

Draw the products of each reaction, and label the nucleophile and electrophile.

a.

b.
See all solutions

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