Chemistry 222 Chapter 5 Problems and Answers

Chemistry 222 Chapter 5 Problems and Answers - Chapter 5...

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OH HO OH OH HO OH OH OH OH 1-pentanol 1,3-propanediol 1,2-butanediol 3-methyl-1-butanol cis -1,2-cyclohexanediol 2,6-dimethylcyclohexanol Chapter 5 Problems 5.9 Which of the following alcohols are secondary alcohols? 5.10 Which of the alcohols in Problem 5.9 are primary? Which are tertiary? 5.11 Write the IUPAC name of each compound: a. b. c. d. e. f. OH (CH 3 ) 3 COH OH OH (a) (b) (c) (d) Tertiary Tertiary Secondary Secondary
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5.13 Draw a structural formula for each alcohol OH HO OH OH HO OH HO OH Cl OH a. isobutyl alcohol b. 1,4-butanediol c. 5-methyl-1-hexanol d. 1,3-pentanediol e. trans -1,4-cyclohexanediol f. 1-chloro-2-propanol 5.16 Explain in terms of noncovalent interactions why the low-molecular weight alcohols are soluble in water but the low-molecular weight alkanes and alkynes are not. Both the C-O and O-H bonds are alcohols are polar. Water will dissolve polar liquids. In this case, the partial positive charges on C (in the C-O bond) and H (in the O-H bond), and the partial negative change on oxygen allow alcohols to interact with water via hydrogen bonds. Low molecular weight alkanes and alkynes are completely nonpolar. Water, a polar liquid, will not dissolve nonpolar liquids.
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  • Spring '08
  • Chemistry, Molecule, low-molecular weight alcohols

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