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Chapter 2: 2.28 (page 80)

Draw the products formed when propan-2-ol [CH32CHOH] the main ingredient in rubbing alcohol, is treated with each acid or base: a. NaH b.H2SO4 c.Li+-N[CHCH32]2 d. CH3CO2H

Short Answer

Expert verified

a.

b.

c.

d.

Step by step solution

01

Conjugate acid and conjugate bases

Conjugate acids and bases are obtained in two ways:

  • When a base abstract a proton
  • When an acid releases its proton
02

Properties of propane-2-ol

Propane-2-ol can behave as an acid as well as abase. In the reaction of propane-2-ol with an acid, it acts as a base, and vice versa.

03

Formation of conjugate acids and bases

a. NaH is a base. Here, propane-2-ol behaves as acid and form its conjugate acid and conjugate base as shown below:


Representation of conjugate acid and base of a

b. H2SO4is an acid. Here, propane-2-ol behaves as a base and forms its conjugate acid and conjugate base as shown below:


Representation of conjugate acid and base of b

c.Li+-N[CH(CH3)2]2is a base. Here, propane-2-ol behaves as acid and forms its conjugate acid and conjugate base as shown below:


Representation of conjugate acid and base of c

d. CH3CO2His an acid. Here, propane-2-ol behaves as a base and forms its conjugate acid and conjugate base as shown below:



Representation of conjugate acid and base

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Most popular questions from this chapter

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

For each reaction, label the Lewis acid and base. Use curved arrow notation to show the movement of electron pairs.

a.

b.

Fenfluramine and phentermine are two components of fen鈥損hen, an appetite suppressant withdrawn from the market in 1997 after it was shown to damage the heart valves in some patients. What products are formed when fenfluramine and phentermine are each treated with acetic acid CH3CO2H?

Without reference to a pKatable, decide which compound in each pair is the stronger acid.

a.

or H2O

b.

or H2S

The pKa of three C-H bonds is given below.

a. For each compound, draw the conjugate base, including all possible resonance structures.

b. Explain the observed trend in pKa.

See all solutions

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