Chapter 10: Problem 53
Using your roadmap as a guide, show how to convert butane into 2 -butanone. Show all reagents and all molecules synthesized along the way.
Chapter 10: Problem 53
Using your roadmap as a guide, show how to convert butane into 2 -butanone. Show all reagents and all molecules synthesized along the way.
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Get started for freeAcid-catalyzed dehydration of 3 -methyl-2-butanol gives three alkenes: 2 -methyl-2butene, 3 -methyl-1-butene, and 2 -methyl-1-butene. Propose a mechanism to account for the formation of each product.
Ethanol \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\right)\) and dimethyl ether \(\left(\mathrm{CH}_{3} \mathrm{OCH}_{3}\right)\) are constitutional isomers. (a) Predict which of the two has the higher boiling point. (b) Predict which of the two is more soluble in water.
When \((R)-2\)-butanol is left standing in aqueous acid, it slowly loses its optical activity. Account for this observation.
Arrange the compounds in each set in order of decreasing solubility in water. (a) Ethanol, butane, diethyl ether (b) 1 -Hexanol, 1,2-hexanediol, hexane
Chrysanthemic acid occurs as a mixture of esters in flowers of the chrysanthemum (pyrethrum) family. Reduction of chrysanthemic acid to its alcohol (Section 17.6A) followed by conversion of the alcohol to its tosylate gives chrysanthemyl tosylate. Solvolysis (Section 9.2) of the tosylate gives a mixture of artemesia and yomogi alcohols.
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