How would you use chromatography to determine whether an unknown pure liquid....

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To determine whether an unknown pure liquid is 1-pentene, cis-2-pentene, or trans-2-pentene, chromatography can be utilized by comparing retention times with known samples. The boiling points of the substances indicate that 1-pentene has a lower boiling point than the cis and trans isomers, which are similar. Gas-liquid chromatography (GC) is suggested as a suitable method, although the question does not explicitly require it. Retention time analysis is crucial since it allows for differentiation based on both boiling point and polarity. Ultimately, using GC can effectively identify the unknown liquid by comparing its behavior to known standards.
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Homework Statement


How would you use chromatography to determine whether an unknown pure liquid is 1-pentene, cis-2-pentene, or trans-2-pentene?


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The Attempt at a Solution


I looked up the boiling points of the three and see that 1-pentene is lower, but the cis and trans pentene are similar. This is where I am stuck.
 
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I can be wrong, but seems to me like best method would be to compare retention time with known sample of substances in question. When you have a single substance and no reference, determining what the unknown is is like reading the dregs.
 
The title is "GC help" but the question doesn't specify that you utilize gas-liquid chromatography. Also, GC separations are largely a function of BP but polarity plays a part as well.
 
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