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Owing to their structural similarity, separation of mixtures of organic compounds (such as the isomers 1-t- butyl-, 3-t-butyl-, and 4-t-butylcyclohexene) often proves difficult. Silica gel chromatography, however, can be used with some success provided that sufficient silica gel is used to provide optimal separation.

Owing to their structural similarity, separation of mixtures of organic compounds (such as the isomers 1-t- butyl-, 3-t-butyl-, and 4-t-butylcyclohexene) often proves difficult. Silica gel chromatography, however, can be used with some success provided that sufficient silica gel is used to provide optimal separation.

Biochemistry
Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
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Owing to their structural similarity, separation of mixtures of organic compounds (such as the isomers 1-t- butyl-, 3-t-butyl-, and 4-t-butylcyclohexene) often proves difficult. Silica gel chromatography, however, can be used with some success provided that sufficient silica gel is used to provide optimal separation. Consider, for example, the TLC plate pictured at right after developing and UV visualization where prior to elution, lanes A and B were spotted with 1-t-butylcyclohexene and lanes B and C spotted with 4-t- butylcyclohexene. Which of the following must be true? In the space provided, indicate the CORRECT answers (as 1, 2, and/or 3) then explain your reasoning for all three statements. 1. 1-t-butylcyclohexene elutes faster than 4-t-butylcyclohexene. 2. The R; for both 1-t-butylcyclohexene and 4-t-butylcyclohexene are equal. 3. 4-t-butylcyclohexene is less polar than 1-t-butylcyclohexene
Transcribed Image Text:Owing to their structural similarity, separation of mixtures of organic compounds (such as the isomers 1-t- butyl-, 3-t-butyl-, and 4-t-butylcyclohexene) often proves difficult. Silica gel chromatography, however, can be used with some success provided that sufficient silica gel is used to provide optimal separation. Consider, for example, the TLC plate pictured at right after developing and UV visualization where prior to elution, lanes A and B were spotted with 1-t-butylcyclohexene and lanes B and C spotted with 4-t- butylcyclohexene. Which of the following must be true? In the space provided, indicate the CORRECT answers (as 1, 2, and/or 3) then explain your reasoning for all three statements. 1. 1-t-butylcyclohexene elutes faster than 4-t-butylcyclohexene. 2. The R; for both 1-t-butylcyclohexene and 4-t-butylcyclohexene are equal. 3. 4-t-butylcyclohexene is less polar than 1-t-butylcyclohexene
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