Using water as a solvent, Shiele extracted cyclopentanol, acetone, and propionaldehyde from a mixture using simple distillation. He added A, B, C, and water in equal amounts to a distilling flask. Here are the structures and boiling points of the mixture's constituents. Assume the boiling point of water is 100 degrees Celsius. Structure Name Boiling Point (C) A 161.8 OH B 59.5 C 63 1. Arrange the compounds from the first distilled to the last distilled. 2. During simple distillation, which compounds are most likely to distill together?

Chemistry: The Molecular Science
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Chapter9: Liquids, Solids, And Materials
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Using water as a solvent, Shiele extracted cyclopentanol, acetone, and propionaldehyde
from a mixture using simple distillation. He added A, B, C, and water in equal amounts to a
distilling flask. Here are the structures and boiling points of the mixture's constituents.
Assume the boiling point of water is 100 degrees Celsius.
Structure
Name
Boiling Point (C)
A
161.8
OH
B
59.5
C
63
1. Arrange the compounds from the first distilled to the last distilled.
2. During simple distillation, which compounds are most likely to distill together?
Transcribed Image Text:Using water as a solvent, Shiele extracted cyclopentanol, acetone, and propionaldehyde from a mixture using simple distillation. He added A, B, C, and water in equal amounts to a distilling flask. Here are the structures and boiling points of the mixture's constituents. Assume the boiling point of water is 100 degrees Celsius. Structure Name Boiling Point (C) A 161.8 OH B 59.5 C 63 1. Arrange the compounds from the first distilled to the last distilled. 2. During simple distillation, which compounds are most likely to distill together?
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