Chapter 18: Q14. (page 940)
Rank the following compounds in order of increasing amount of hydrate present at equilibrium.

Short Answer
The compounds in the increasing order amount of hydrate present at equilibrium is shown below.

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Chapter 18: Q14. (page 940)
Rank the following compounds in order of increasing amount of hydrate present at equilibrium.

The compounds in the increasing order amount of hydrate present at equilibrium is shown below.

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Sketch the expected proton NMR spectrum of 3,3-dimethylbutanal.
Propose mechanisms for
(a) the acid-catalyzed hydration of chloral to form chloral hydrate.
(b) the base-catalyzed hydration of acetone to form acetone hydrate
Show how you would accomplish the following synthetic conversions efficiently and in good yield. You may use any necessary additional reagents and solvents.
a.

b.

c.

d.

e.

f.

g.

h.

Sketch the expected proton NMR spectra of 3,3- dimethylbutanal.
For each compound,




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