Fischer Projections in Organic Chemistry

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Questions and Answers

What is the primary purpose of Fischer projections in organic chemistry?

To depict the stereochemistry of a molecule, which is the arrangement of atoms in space.

Which type of bonds are represented by vertical lines in a Fischer projection?

Bonds coming out of the plane of the paper.

What is the significance of wedges () in a Fischer projection?

A wedge indicates a bond coming out of the plane of the paper.

How can Fischer projections be used to determine the configuration of a molecule?

<p>Fischer projections can be used to determine the R/S configuration of a molecule.</p> Signup and view all the answers

What is the difference between a syn and an anti configuration in a Fischer projection?

<p>In a syn configuration, two substituents are on the same side of the molecule, while in an anti configuration, they are on opposite sides of the molecule.</p> Signup and view all the answers

What is the first step in drawing a Fischer projection?

<p>Drawing a horizontal bond, which represents the backbone of the molecule.</p> Signup and view all the answers

Flashcards

Fischer Projection Purpose

To show the arrangement of atoms in 3D space, especially stereocenters.

Fischer Projection: Vertical Lines

Bonds that project into the plane of the paper (away from you).

Fischer Projection: Wedge

A bond projecting out of the plane of the paper (towards you). Usually not present in conventional Fischer Projections.

Determine R/S Configuration

By assigning priorities to substituents and determining the direction (clockwise or counterclockwise) around a chiral center.

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Syn vs. Anti Configuration

Syn: Substituents on the SAME side. Anti: Substituents on OPPOSITE sides.

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1st Step: Fischer Projection

Draw a vertical line to represent the main carbon chain of the molecule.

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Study Notes

Fischer Projections

Fischer projections are a method of representing the three-dimensional structure of a molecule in a two-dimensional form.

Key Features:

  • Vertical bonds: In a Fischer projection, vertical bonds are coming out of the plane of the paper, while horizontal bonds are going into the plane of the paper.
  • Stereochemistry: Fischer projections are used to depict the stereochemistry of a molecule, which is the arrangement of atoms in space.

Drawing Fischer Projections:

  • Start by drawing a horizontal bond, which represents the backbone of the molecule.
  • Add vertical bonds, which represent the substituents attached to the backbone.
  • Identify the stereocenter (the central atom) and arrange the substituents around it.
  • Use wedges and dashes to indicate the stereochemistry of the molecule.

Interpreting Fischer Projections:

  • Wedges: A wedge () indicates a bond coming out of the plane of the paper.
  • Dashes: A dash (-) indicates a bond going into the plane of the paper.
  • Solid lines: Solid lines represent bonds in the plane of the paper.
  • R/S configuration: Fischer projections can be used to determine the R/S configuration of a molecule.

Syn and Anti Configurations:

  • Syn configuration: In a syn configuration, two substituents are on the same side of the molecule.
  • Anti configuration: In an anti configuration, two substituents are on opposite sides of the molecule.
  • Fischer projections can be used to determine the syn/anti configuration of a molecule by examining the arrangement of substituents around the stereocenter.

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