Chapter 20: Q3P. (page 1047)
Question: Rank the compounds in each set in order of increasing acid strength.
(a),,
(b) ,,
(c)
,
,
Short Answer
(a)
(b)
(c)
Chapter 20: Q3P. (page 1047)
Question: Rank the compounds in each set in order of increasing acid strength.
(a),,
(b) ,,
(c)
,
,
(a)
(b)
(c)
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Get started for freePhenols (pKa≈ 10) are more acidic than other alcohols, so they are easily deprotonated by sodium hydroxide or potassium hydroxide. The anions of phenols (phenoxide ions) can be used in the Williamson ether synthesis, especially with very reactive alkylating reagents such as dimethyl sulfate. Using phenol, dimethyl sulfate, and other necessary reagents, show how you would synthesize methyl phenyl ether.
Question: Suppose you have just synthesized heptanoic acid from heptan-1-ol. The product is contaminated by sodium dichromate, sulfuric acid, heptan-1-ol, and possibly heptanal. Explain how you would use acid-base extractions to purify the heptanoic acid. Use a chart, like that in Figure 20-3, to show where the impurities are at each stage.
Predict the products obtained from the reaction of oleic acid with the following reagents.
Show how Fischer esterification might be used to form the following esters. In each case, suggest a method for driving the reaction to completion.
(a)methyl salicylate
(b) methyl formate
(c) ethyl phenylacetate
Question. Cellosolve® is the trade name for 2-ethoxyethanol, a common industrial solvent. This compound is produced in chemical plants that use ethylene as their only organic feedstock. Show how you would accomplish this industrial process.
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