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    Tutorial 2. Stereochemistry PDF

    Uploaded by

    Matthew Pok
    1. This document provides a tutorial on stereochemistry, including: identifying chiral and achiral molecules; distinguishing between enantiomers and diastereomers; assigning R/S configurations to asymmetric carbons; drawing 3D structures of stereoisomers; determining the number of asymmetric carbons and identifying meso compounds. 2. Key concepts covered include distinguishing between stereoisomers based on their mirror-image and non-mirror-image relationships, drawing Fischer projections, and labeling asymmetric carbons as either R or S. 3. Examples provide practice in applying these stereochemistry concepts to determine structural and configurational relationships between stereoisomers.

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    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd

    Tutorial 2. Stereochemistry PDF

    Uploaded by

    Matthew Pok
    204 views5 pages
    1. This document provides a tutorial on stereochemistry, including: identifying chiral and achiral molecules; distinguishing between enantiomers and diastereomers; assigning R/S configurations to asymmetric carbons; drawing 3D structures of stereoisomers; determining the number of asymmetric carbons and identifying meso compounds. 2. Key concepts covered include distinguishing between stereoisomers based on their mirror-image and non-mirror-image relationships, drawing Fischer projections, and labeling asymmetric carbons as either R or S. 3. Examples provide practice in applying these stereochemistry concepts to determine structural and configurational relationships between stereoisomers.

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    Tutorial 2. Stereochemistry.pdf

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    1. This document provides a tutorial on stereochemistry, including: identifying chiral and achiral molecules; distinguishing between enantiomers and diastereomers; assigning R/S configurations to asymmetric carbons; drawing 3D structures of stereoisomers; determining the number of asymmetric carbons and identifying meso compounds. 2. Key concepts covered include distinguishing between stereoisomers based on their mirror-image and non-mirror-image relationships, drawing Fischer projections, and labeling asymmetric carbons as either R or S. 3. Examples provide practice in applying these stereochemistry concepts to determine structural and configurational relationships between stereoisomers.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    204 views5 pages

    Tutorial 2. Stereochemistry PDF

    Uploaded by

    Matthew Pok
    1. This document provides a tutorial on stereochemistry, including: identifying chiral and achiral molecules; distinguishing between enantiomers and diastereomers; assigning R/S configurations to asymmetric carbons; drawing 3D structures of stereoisomers; determining the number of asymmetric carbons and identifying meso compounds. 2. Key concepts covered include distinguishing between stereoisomers based on their mirror-image and non-mirror-image relationships, drawing Fischer projections, and labeling asymmetric carbons as either R or S. 3. Examples provide practice in applying these stereochemistry concepts to determine structural and configurational relationships between stereoisomers.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 5

    TUTORIAL 2.

    STEREOCHEMISTRY

    1. Indicate whether the molecules shown below are chiral or achiral:

    a)

    OH

    OH

    b)

    H
    CH3
    C C C
    H CO2OH

    c)

    CH2OH

    C
    HO2C CO2H
    H

    d)

    Cl

    e)

    3
    O

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

    CH3
    CO2OH
    CO2H H2
    C H
    H N
    NH2 CH3
    b)
    CH3
    H C
    OH

    HO

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

    a)

    OH
    CH3

    b)

    OH
    H CH3

    H CH3
    OH

    c)

    Cl

    4. Draw the structure of (a) (2R,3S)-2,3-dichloropentane, (b) (S)-1-bromo-1-chloropropane and (c) 1,3-
    dichlorocyclopentane . Take particular care to indicate three- dimensional stereochemical detail properly.

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

    a)
    CH3
    b)

    HOH2C
    HO O
    HO OH
    OH

    c)

    CO2H
    H OH
    H OH
    CO2H

    d) ethyl-2,2,4-trimethylpentane

    6. Can the molecules shown below be properly described as a meso compound?


    a)

    b)

    Cl

    Cl

    c)

    Cl Cl

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

    8. Stereoisomers which are not mirror image isomers are .


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

    O O

    CH3 CH3

    Br Br

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

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

    OH

    OH

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

    a)
    Cl Cl
    H3C H

    H CH3
    Cl Cl

    b)

    Br CH3

    H H Br
    H3C
    CH2CH3 CH2CH3

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

    HO2C H
    F H

    H3C CH2CH3

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