Of the two compounds cyclopentane and tetrahydrofuran, one has a boiling point of 49C

Chapter 16, Problem 16.3

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Of the two compounds cyclopentane and tetrahydrofuran, one has a boiling point of 49C and is insoluble in water; the other has a boiling point of 65C and is miscible with water in all proportions. Match the properties to the appropriate compound. In which property of which compound is hydrogen bonding important? Sketch the hydrogen-bonding interaction.

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