MCAT Organic Chemistry Review 2018-2019

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(A) enantiomers.
(B) diastereomers.
(C) constitutional isomers.
(D) conformational isomers.


11 .    (R)-2-chloro-(S)-3-bromobutane  and (S)-2-chloro-(S)-3-bromobutane  are:

(A) enantiomers.
(B) diastereomers.
(C) meso compounds.
(D) the same molecule.


12 .    A   scientist   takes   a   0.5  solution   of  an  unknown pure    dextrorotatory  organic molecule
and places it in a test tube with a diameter of 1 cm. He observes that a plane of polarized
light is rotated 12° under these conditions. What is the specific rotation of this molecule?

(A) –240°
(B) –24°
(C) +24°
(D) +240°


13 .    Omeprazole  is  a   proton  pump    inhibitor   commonly    used    in  gastroesophageal    reflux
disease. When omeprazole, a racemic mixture, went off-patent, pharmaceutical
companies began to manufacture esomeprazole, the (S)-enantiomer of omeprazole, by
itself. Given 1 M solutions of omeprazole and esomeprazole, which solution(s) would likely
exhibit optical activity?

(A) Omeprazole only
(B) Esomeprazole only
(C) Both omeprazole and esomeprazole
(D) Neither omeprazole nor esomeprazole

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