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Chapter 7: Q45 P (page 315)

Which of the following pairs are keto鈥揺nol tautomers?

Short Answer

Expert verified

Only c and e are keto-enol tautomerism

Step by step solution

01

Definition of keto-enol tautomerism-

keto鈥揺nol is a chemical equilibrium between a keto form (a ketone or an aldehyde) and an enol is referred to as tautomerism (an alcohol). The keto and enol forms are referred to as tautomers. Because the interconversion of the two forms requires the movement of an alpha hydrogen atom as well as the reorganisation of bonding electrons, the isomerism qualifies as tautomerism.

02

Only c and e are keto-enol tautomerism

and

Displays keto-enol tautomerisation. An OH group is bonded to a sp2 carbon in an enol tautomer. The structures in d are not enol tautomers because the oxygen is not on the same carbon.

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Most popular questions from this chapter

a. Starting with 3-methyl-1-butyne, how can you prepare the following alcohols?

1. 2-methyl-2-butanol

2. 3-methyl-1-butanol

b. In each case, a second alcohol would also be obtained. What alcohol would it be?

Draw a condensed structure for each of the following:

a.2-hexyne

b.5-ethyl-3-octyne

c.methylacetylene

d.vinylacetylene

e.methoxyethyne

f.sec-butyl-tert-butylacetylene

g.1-bromo-1-pentyne

h.5-methyl-2-cyclohexenol

i.diethylacetylene

j.di-tert-butylacetylene

k.cyclopentylacetylene

l. 5,6-dimethyl-2-heptyne

How could the following compounds be synthesized from acetylene?

Which of the following bases can remove a proton from a terminal alkyne in a reaction that favors products?

A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did she name correctly? Correct those that are misnamed.

a. 4-ethyl-2-pentyne b. 1-bromo-4-heptyne c. 2-methyl-3-hexyne d. 3-pentyne
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