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Wedge-and-Dash Diagrams

Article ID: 61
Last updated: 25 Jan, 2013
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Check out this interactive stereochemistry tutorial on the ChemEdDL

 

Usually drawn with two bonds in the plane of the page (solid lines), one in front (wedge), and one behind (dashed) to give the molecule 3-D perspective. When drawing wedge-dash it is a good idea to visualize the tetrahedral arrangement of the groups and try to make the diagram "fit" this shape in your mind. As a suggestion, they seem to be most effective when the "similar" pairs of bonds (2-in-plane, 2-out-of-plane) are next to each other, see below:

   

Quiz: List all the C4H10O isomers.
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Department of Chemistry & Chemical Biology