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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

Two pKavalues are reported for malonic acid, a compound with two COOH groups. Explain why one is lower and one pKais higher than the pKaof acetic acid (CH3COOH,pKa=4.8).

Bupivacaine (trade name Marcaine) is a quick-acting anesthetic often used during labor and delivery. Which nitrogen atom in bupivacaine is more basic? 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.

Which of the following bases are strong enough to deprotonate CH3CH2CH2颁鈮贬( pKa= 25), so that equilibrium favors the products:

(a)H2O;(b)NaOH;(c)NaNH2;(d)NH3;(e)NaH;(f)CH3Li?

Explain the apparent paradox. HBr is a stronger acid than HCl, but HOCl is a stronger acid than HOBr.
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