Exam 5: Stereochemistry

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Given that glucose has a specific rotation of +52.8°. Predict the concentration of a glucose aqueous solution contained in a 10 cm long polarimetry tube if a rotation of +15.8° was observed.

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The process by which enantiomers are separated is called ________.

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Is the molecule shown below chiral or achiral? Is the molecule shown below chiral or achiral?

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For the structure shown below, draw the stereoisomer having a configuration of (1R,3S,4S) in a perspective structure. For the structure shown below, draw the stereoisomer having a configuration of (1R,3S,4S) in a perspective structure.

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Label each asymmetric carbon in the compound below as R or S. Label each asymmetric carbon in the compound below as R or S.

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Which of the following terms best describes the pair of compounds shown:  enantiomers, diastereomers, ‾\underline{\text{ enantiomers, diastereomers, }} or  the same compound? ‾\underline{\text{ the same compound? }}  Which of the following terms best describes the pair of compounds shown:   \underline{\text{ enantiomers, diastereomers, }}  or  \underline{\text{ the same compound?  }}

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Is it theoretically possible to separate the pair of compounds below by distillation? Explain briefly. Is it theoretically possible to separate the pair of compounds below by distillation? Explain briefly.

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Explain the stereochemical relationship, if any, among the following two structures and describe whether or not they could be theoretically isolated from each other. (Note: Some H atoms are omitted for clarity.) Explain the stereochemical relationship, if any, among the following two structures and describe whether or not they could be theoretically isolated from each other. (Note: Some H atoms are omitted for clarity.)

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What term describes the structural relationship between cis-1,2-dimethylcyclopentane and trans-1,2-dimethylcyclopentane?

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Is the molecule shown below chiral or achiral? Explain what this means. Is the molecule shown below chiral or achiral? Explain what this means.

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Can one separate a mixture of enantiomers by gas chromatography? Explain.

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Which of the following structures are achiral and meso? Which of the following structures are achiral and meso?

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Which of the following statements is (are) true for the compound (R)-2-butanol?

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Is the molecule shown below chiral or achiral? Is the molecule shown below chiral or achiral?

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A mixture of equal amounts of two enantiomers ________.

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A student measured the optical activity of an unknown sugar at two different concentrations. The results of his measurements are shown below. Given that the sample cell had a path length of 10.0 cm, calculate the specific rotation for the unknown sugar. (Hint: Consider each measurement of plane polarized light has a true reading and a "ghost" reading 180° from the true reading). A student measured the optical activity of an unknown sugar at two different concentrations. The results of his measurements are shown below. Given that the sample cell had a path length of 10.0 cm, calculate the specific rotation for the unknown sugar. (Hint: Consider each measurement of plane polarized light has a true reading and a ghost reading 180° from the true reading).

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Which of the following configurations corresponds to the structure below? Which of the following configurations corresponds to the structure below?

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Is the molecule shown below chiral or achiral? Is the molecule shown below chiral or achiral?

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How many enantiomers are there of the molecule shown below? How many enantiomers are there of the molecule shown below?

(Multiple Choice)
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Is the molecule shown below chiral or achiral? Is the molecule shown below chiral or achiral?

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