Aldehydes and ketones react with one molecule of an

Chapter 11, Problem 11.41

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Aldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second molecule of alcohol gives an acetal and a molecule of water. We study this reaction in Chapter 16. "O 1 H2O The carbonyl group of an aldehyde or ketone A hemiacetal (has an 9OH and an 9OR group to the same carbon) ROH H1 OH OR An acetal (has two 9OR groups to the same carbon) OR OR ROH H1 Draw structural formulas for the hemiacetal and acetal formed from these reagents. The stoichiometry of each reaction is given in the problem. (a) "O 1 2 CH3CH2OH Cyclohexanone Ethanol H1 (b) "O 1 HOCH2CH2OH Cyclohexanone Ethylene glycol H1 O (c) 1 cis-1,2- Cyclohexanediol Acetone H1 OH OH

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