Exam 3: Stereoisomerism and Chirality

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A pure sample of the R enantiomer of a compound has a specific rotation, [a], of +20 °\degree . A solution containing 0.2 g/mL of a mixture of enantiomers rotates plane polarized light by -2 °\degree in a 1 dm polarimeter. What is the enantiomeric excess (%ee) of the mixture?

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Complete the following diagram so that it represents (S)-2-butanol. Complete the following diagram so that it represents (S)-2-butanol.

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Which of the following statements regarding optical rotation is not true?

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Which of the following structures does not have a plane of symmetry? Which of the following structures does not have a plane of symmetry?

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How many stereoisomers of 3-bromo-2-butanol, CH3CH(OH)CHBrCH3, exist?

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Complete the following diagram so that it represents (S)-2-butanol. Complete the following diagram so that it represents (S)-2-butanol.

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How many isomers (constitutional and stereoisomers) exist for dimethylcyclopentane?

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How many isomers (constitutional and stereoisomers) exist for dimethylpentane?

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How many stereoisomers of 2,3-butanediol, CH3CH(OH)CH(OH)CH3, exist?

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How many isomers (constitutional and stereoisomers) exist for dimethylcyclobutane?

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A solution containing 0.2 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +2.8 °\degree . What is the rotation of a solution containing 0.4 g/mL of the R isomer in the same polarimeter?

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Complete the following zig-zag structure so that it represents (2R,3R)-3-chlorobutan-2-ol. Complete the following zig-zag structure so that it represents (2R,3R)-3-chlorobutan-2-ol.

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Which of the following structures have a plane of symmetry? Which of the following structures have a plane of symmetry?

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Which of the following structures is chiral? Which of the following structures is chiral?

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A solution containing 0.04 g/mL of a pure S enantiomer in a 1 dm polarimeter rotates plane polarized light by +2 °\degree . What is the specific rotation of the R isomer?

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How many isomers (constitutional and stereoisomers) exist for dimethylcyclohexane?

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How many stereoisomers of 2,4-pentanediol, CH3CH(OH)CH2CH(OH)CH3, exist?

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What mass of (S)-(-)-mandelic acid is present in a 10 g sample which has an enantiomeric excess of 30% of the S-enantiomer?

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Complete the following zig-zag structure so that it represents (2R,3S)-3-chlorobutan-2-ol. Complete the following zig-zag structure so that it represents (2R,3S)-3-chlorobutan-2-ol.

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Which of the following structures has a center of symmetry? Which of the following structures has a center of symmetry?

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