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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

Compounds like amphetamine that contain nitrogen atoms are protonated by the HCl in the gastric juices of the stomach, and the resulting salt is then deprotonated in the basic environment of the intestines to regenerate the neutral form. Write proton transfer reactions for both of these processes. In which form will amphetamine pass through a cell membrane?

Atenolol is a 尾(beta) blocker, a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain your reasoning.

Answer the following questions about esmolol, a drug used to treat high blood pressure sold under the trade name Brevibloc.

a. Label the most acidic hydrogen atom

b. What products are formed when esmolol is treated with NaH?

c. What products are formed when esmolol is treated with HCl?

d. Label allsp2 hybridized C atoms. in esmolol.

e. Label the only trigonal pyramidal atom.

f. Label all C鈥檚 that bear a未+ charge.

Decide which compound is the acid and which is the base, and draw the products of each proton transfer reaction.

(a)

(b)

(c)

(d)

Answer the following questions about the four species A-D.

a. Which two species represent a conjugate acid-base pair?

b. Which two species represent resonance structures?

c. Which two species represent constitutional isomers?
See all solutions

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