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    Fischer Projection

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    Apurba Sarker Apu
    The Fischer projection formula is a 2D representation of a chiral molecule that uses vertical and horizontal lines to indicate bonds going into and out of the page. The most oxidized group is placed at the top. The intersection of vertical and horizontal lines represents carbon atoms, especially stereogenic centers. In the Fischer projection, the main chain is oriented with the most oxidized group at the top. A 180° rotation in the plane of the paper does not change the molecule, but a 90° rotation results in an enantiomer. One group can be held steady while the other three rotate to represent the same molecule.

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    Fischer Projection

    Uploaded by

    Apurba Sarker Apu
    491 views8 pages
    The Fischer projection formula is a 2D representation of a chiral molecule that uses vertical and horizontal lines to indicate bonds going into and out of the page. The most oxidized group is placed at the top. The intersection of vertical and horizontal lines represents carbon atoms, especially stereogenic centers. In the Fischer projection, the main chain is oriented with the most oxidized group at the top. A 180° rotation in the plane of the paper does not change the molecule, but a 90° rotation results in an enantiomer. One group can be held steady while the other three rotate to represent the same molecule.

    Original Title

    3. Fischer Projection

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    The Fischer projection formula is a 2D representation of a chiral molecule that uses vertical and horizontal lines to indicate bonds going into and out of the page. The most oxidized group is placed at the top. The intersection of vertical and horizontal lines represents carbon atoms, especially stereogenic centers. In the Fischer projection, the main chain is oriented with the most oxidized group at the top. A 180° rotation in the plane of the paper does not change the molecule, but a 90° rotation results in an enantiomer. One group can be held steady while the other three rotate to represent the same molecule.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as PPT, PDF, TXT or read online from Scribd
    Download as ppt, pdf, or txt
    491 views8 pages

    Fischer Projection

    Uploaded by

    Apurba Sarker Apu
    The Fischer projection formula is a 2D representation of a chiral molecule that uses vertical and horizontal lines to indicate bonds going into and out of the page. The most oxidized group is placed at the top. The intersection of vertical and horizontal lines represents carbon atoms, especially stereogenic centers. In the Fischer projection, the main chain is oriented with the most oxidized group at the top. A 180° rotation in the plane of the paper does not change the molecule, but a 90° rotation results in an enantiomer. One group can be held steady while the other three rotate to represent the same molecule.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as PPT, PDF, TXT or read online from Scribd
    Download as ppt, pdf, or txt
    of 8

    Fischer projection formula

    Two-dimensional structure of chiral molecule


    Vertical lines: bonds going into the page
    Horizontal lines: bonds coming out of the page
    The most oxidized group should place at the top.

    “Sawhorse” projection
    Vertical line: bonds
    going into the page

    Horizontal lines: bonds Carbon


    coming out of the page

    The intersection of vertical and horizontal lines


    represents a carbon atom, usually one that is a
    stereogenic center.
    Increasing oxidation state
    C=O on carbon-2 increases
    the priority of C-OH

    CH3 CH2 OH CH OH CHO COOH


    C O O O
    C C
    H OH

    increasing oxidation state

    In the Fisher projection the main chain is oriented


    with the most highly oxidized group at the top.
    Allowed motion for Fischer projection
    1. 180° rotation (not 90° or 270°):

    180°

    Both are same because,


    –COOH and –CH3 go into plane of paper in both
    projections
    –H and –OH come out of plane of paper in both
    projections
    CHO CH2 OH

    . OH
    OH
    HO
    HO
    CH2 OH CHO
    180o

    Rotation by 180o in the plane


    No other angle of rotation
    of the paper does not change
    is allowed.
    the molecule.
    2. 90° rotation

    90°

    Not same because,


    –COOH and –CH3 go into plane of paper in one
    projection but come out of plane of paper in
    other projection.
    These two compounds are enantiomers
    2. One group hold steady and the other three can
    be rotated either clockwise or counter clockwise:

    Same as

    R-lactic acid R-lactic acid

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