In your experiment, you made quite a bit of another phenol, in addition to the one that you isolated and purified. a. What is the structure of the nitrophenol you did NOT isolate? b. ON THE BASIS OF STRUCTURE, why did it stay behind during steam distillation? c. ON THE BASIS OF STRUCTURE, why did the compound you isolated distil over?

Chemistry: Principles and Practice
3rd Edition
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Chapter12: Solutions
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Problem 12.87QE
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2. Consider this:
Ortho and para-nitrophenol have significant differences in their boiling points
because ortho-nitrophenol forms intramolecular hydrogen bonds and has
lower boiling point than para-nitrophenol which has intermolecular hydrogen
bonding. Therefore, distillation is the correct answer as it separates
components ofa mixture on the basis of their difference in boiling points.
N=O:
O-nitrophenol
H.
---- H
P-nitrophenol
In your experiment, you made quite a bit of another phenol, in addition to the one that
you isolated and purified.
a. What is the structure of the nitrophenol you did NOT isolate?
b. ON THE BASIS OF STRUCTURE, why did it stay behind during steam distillation?
c. ON THE BASIS OF STRUCTURE, why did the compound you isolated distil over?
Transcribed Image Text:2. Consider this: Ortho and para-nitrophenol have significant differences in their boiling points because ortho-nitrophenol forms intramolecular hydrogen bonds and has lower boiling point than para-nitrophenol which has intermolecular hydrogen bonding. Therefore, distillation is the correct answer as it separates components ofa mixture on the basis of their difference in boiling points. N=O: O-nitrophenol H. ---- H P-nitrophenol In your experiment, you made quite a bit of another phenol, in addition to the one that you isolated and purified. a. What is the structure of the nitrophenol you did NOT isolate? b. ON THE BASIS OF STRUCTURE, why did it stay behind during steam distillation? c. ON THE BASIS OF STRUCTURE, why did the compound you isolated distil over?
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