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A liquid-liquid extraction was performed by a student to remove caffeine from a freshly brewed pot of coffee. In the separatory funnel, the student added the coffee and extracted the caffeine using dichloromethane (d = 1.33g/mL). After shaking and venting, two layers formed, the student then proceeded to drain the bottom layer into a flash labeled flask #1. Which of the following is the best explanation as to what the student should do next?

Discard the contents of flask #1 as it does not contain the product, instead add the remaining liquid in the separatory funnel to a new flask and proceed to extract the caffeine.

Add a drying agent to flask #1, filter, then evaporate to obtain solid caffeine.

Add acid to the remaining contents in the separatory funnel, then add to a new flask

Add water to flask # 1 and evaporate

In general, for an acid or base liquid-liquid extraction we generate some type of salt. We take advantage of the fact that this salt is ____ soluble in the water because it is ____.

less, polar

less, nonpolar

more, nonpolar

more, polar

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