Exam 5: Stereochemistry

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What term describes the structural relationship between (2R,3R,4S)-2,3,4-trichloroheptane and (2R,3R,4R)-2,3,4-trichloroheptane?

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D

Is the molecule shown below chiral or achiral? (CH3)3CCH(CH3)2

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achiral

How many asymmetric carbons are present in the compound below? How many asymmetric carbons are present in the compound below?

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1

Compounds that rotate the plane of polarized light clockwise are called ________.

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The specific rotation of pure (-)-2-butanol is -13.5°. What % of a mixture of the two enantiomeric forms is the (+)-form if the specific rotation of this mixture is +7.0°?

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Can the molecule shown below be properly described as a meso compound? Can the molecule shown below be properly described as a meso compound?

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Can the molecule shown below be properly described as a meso compound? Can the molecule shown below be properly described as a meso compound?

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

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If possible, draw the structure of any diastereomer of the molecule shown below. If possible, draw the structure of any diastereomer of the molecule shown below.

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Draw the Fischer projection of (S)-2-hydroxybutanoic acid, CH3CH2CH(OH)COOH.

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Draw the structure of any diastereomer of (2S, 3R)-2,3-dichloropentane. Take particular care to indicate three-dimensional stereochemical detail properly.

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Captopril is used to treat high blood pressure and congestive heart failure. Label the chiral centers as R or S. Captopril is used to treat high blood pressure and congestive heart failure. Label the chiral centers 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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How many asymmetric carbons are present in the compound below? How many asymmetric carbons are present in the compound below?

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Stereoisomers which are not mirror image isomers are ________.

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(-)-Lactic acid has a specific rotation of -3.8°. What is the specific rotation of a solution containing 7.5 g of (-)-lactic acid and 2.5 g of (+)-lactic acid?

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

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Translate the structure below to a Fischer projection. Translate the structure below to a Fischer projection.

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How many asymmetric carbons are present in the compound below? How many asymmetric carbons are present in the compound below?

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One of the stereoisomers of the following oblongolide structure is a natural product isolated from a fungus and has been found to contain antiviral and cytotoxic activities (J. Nat. Prod.  2010, \textbf{ 2010, } 55). How many stereoisomers exist for this structure?  One of the stereoisomers of the following oblongolide structure is a natural product isolated from a fungus and has been found to contain antiviral and cytotoxic activities (J. Nat. Prod.  \textbf{      2010,   }   55). How many stereoisomers exist for this structure?

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