You find that methylphenidate is highly soluble in 2-methyltetrahydrofuran, a bio-renewable solvent. Draw the structure of 2-methyltetrahydrofuran and give two reasons why it is a good solvent choice for liquid-liquid extraction. (Please find the image attached below to help you with this question)

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
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Question 1

You are employed as a co-op student at the Drug and Alcohol Testing Association of Canada (DATAC) developing analytical tests for sports doping agents. You are asked to prepare a procedure for the extraction of methylphenidate, the active compound in Ritalin, from urine samples (consider them as simple aqueous layers, you do not need to consider other components!). The goal of the procedure is to extract the methylphenidate into an organic layer which will then be evaporated and the residue will be tested for the drug.

You find that methylphenidate is highly soluble in 2-methyltetrahydrofuran, a bio-renewable solvent. Draw the structure of 2-methyltetrahydrofuran and give two reasons why it is a good solvent choice for liquid-liquid extraction. (Please find the image attached below to help you with this question)

Question 2 (cont. from scenario 1).

Your colleague is helping you develop the urine test. They suggest that the urine should be adjusted to a pH above 7 before extracting with the organic solvent. Why is this necessary? Support your explanation with a full arrow-pushing mechanism for the reaction that would occur if the pH was below 7. Include all formal charges, intermediates (if applicable) and products. Use proper arrows for electron flow, vaguely drawn arrows will not receive marks. For each individual species, indicate if it is in the organic layer, aqueous layer or if it is a precipitate.  

COOME
methylphenidate
IZ
Transcribed Image Text:COOME methylphenidate IZ
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