Assume that you have samples of the following two compounds, both with formula C7H8O. Both compounds dissolve in ether, but only one of the two dissolves in aqueous NaOH. How could you use this information to distinguish between them?
What type of product is formed on reaction of an alcohol with Na metal?
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Key Concepts
Alcohols
Sodium Metal Reactivity
Alkoxides
Identify each alcohol named in Problem 14.32 as primary, secondary, or tertiary.
a.
b.
c.
d.
e.
f.
Which of the following alcohols can undergo oxidation? Draw the line structure of the product expected for those that can. Assume an excess of oxidizing agent is present.
a.
b.
c.
Draw the structures of the aldehydes that might be oxidized to yield the following carboxylic acids:
c. CH3CH=CHCOOH
The following alkenes can be prepared by dehydration of an appropriate alcohol. Show the structure of the alcohol in each case that would provide the alkene shown as the major product.
e. 1,4-Pentadiene
Arrange the following 6-carbon compounds in order of their expected boiling points, and explain your ranking:
a. Hexane
b. 1-Hexanol
c. Dipropyl ether (CH3CH2CH2—O—CH2CH2CH3)
