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    Practice Questions For Ch. 5

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    Abeer Ibrahiem
    The document contains 28 practice questions about stereochemistry and chirality. The questions test the learner's ability to identify chiral and achiral molecules, name stereoisomers, assign R/S configurations to asymmetric carbons, draw 3D structures of stereoisomers, and determine the number of asymmetric carbons in organic molecules. The document provides the questions along with short answers in point form.

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    © All Rights Reserved
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    Practice Questions For Ch. 5

    Uploaded by

    Abeer Ibrahiem
    72 views6 pages
    The document contains 28 practice questions about stereochemistry and chirality. The questions test the learner's ability to identify chiral and achiral molecules, name stereoisomers, assign R/S configurations to asymmetric carbons, draw 3D structures of stereoisomers, and determine the number of asymmetric carbons in organic molecules. The document provides the questions along with short answers in point form.

    Original Title

    ch5_stereo1

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    The document contains 28 practice questions about stereochemistry and chirality. The questions test the learner's ability to identify chiral and achiral molecules, name stereoisomers, assign R/S configurations to asymmetric carbons, draw 3D structures of stereoisomers, and determine the number of asymmetric carbons in organic molecules. The document provides the questions along with short answers in point form.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    72 views6 pages

    Practice Questions For Ch. 5

    Uploaded by

    Abeer Ibrahiem
    The document contains 28 practice questions about stereochemistry and chirality. The questions test the learner's ability to identify chiral and achiral molecules, name stereoisomers, assign R/S configurations to asymmetric carbons, draw 3D structures of stereoisomers, and determine the number of asymmetric carbons in organic molecules. The document provides the questions along with short answers in point form.

    Copyright:

    © All Rights Reserved
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    Download as pdf or txt
    of 6

    PRACTICE QUESTIONS FOR CH.

    5
    PART I

    1) Is the molecule shown below chiral or achiral?

    OH

    OH

    2) Is the molecule shown below chiral or achiral?

    H
    CH3
    C C C
    H CO2OH

    3) Is the molecule shown below chiral or achiral?

    CH2OH

    C
    HO2C
    CO2H
    H

    4) Is the molecule shown below chiral or achiral?

    Cl

    5) Is the molecule shown below chiral or achiral?

    CH3

    CH3

    6) Which of the following terms best describes the pair of compounds shown: enantiomers,
    diastereomers, or the same compound?

    CH3
    CO2OH
    C H2N H
    CO2H
    H
    NH2 CH3
    7) Which of the following terms best describes the pair of compounds shown: enantiomers,
    diastereomers, or the same compound?

    CH3
    H3C
    OH

    HO

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

    OH
    CH3

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

    OH
    H CH3

    H CH3
    OH

    10) Label each assymetric carbon in the compound below as R or S.

    Cl

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

    12) Draw the structure of (S)-1-bromo-1-chloropropane. Take particular care to indicate three-
    dimensional stereochemical detail properly.

    13) Draw the structure of a meso form of 1,3-dichlorocyclopentane. Take particular care to
    indicate three-dimensional stereochemical detail properly.

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

    CH3

    H
    15) How many asymmetric carbons are present in the compound below?

    HOH2C
    HO O
    HO OH
    OH

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

    CO2H
    H OH
    H OH
    CO2H

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

    -ethyl-2,2,4-trimethylpentane

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

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

    Cl

    Cl

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

    Cl Cl

    21) Draw the structure of (1R, 2R)-1-bromo-2-chlorocyclobutane. Take particular care to indicate
    stereochemistry properly.

    22) Stereoisomers which are not mirror image isomers are __________.
    23) Is it theoretically possible to separate the pair of compounds below by distillation? Explain
    briefly.

    O O

    CH3 CH3

    Br Br

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

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

    OH

    OH

    A. 6 B. 2 C. 0 D. 1 E. 3

    26) Which of the following terms best describes the pair of compounds shown: enantiomers,
    diastereomers, or the same compound?

    Cl Cl
    H3C H

    H CH3
    Cl Cl

    27) Which of the following terms best describes the pair of compounds shown: enantiomers,
    diastereomers, or the same compound?

    Br CH3
    H Br
    H3C H
    CH2CH3 CH2CH3

    28) Label each asymmetric carbon in the molecule below as having the R or S configuration.

    HO2C H
    F H

    H3C CH2CH3
    ANSWERS

    1) achiral

    2) achiral

    3) achiral

    4) achiral

    5) chiral

    6) the same compound

    7) enantiomers

    8)

    9)

    10)

    11)

    12)
    13)

    14) 1

    15) 5

    16) 2

    17) 1

    18) No

    19) Yes

    20) No

    21)

    22) diastereomers

    23) Yes. The molecules are related as diastereomers and hence have different boiling points.

    24)

    25) C

    26) the same compound

    27) enantiomers

    28)
    HO2C H
    F s H
    s

    H3C CH2CH3

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