Prochiral

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An sp2-hybridized carbon atom, with re and si faces.
An sp2-hybridized carbon atom, with re and si faces.

In chemistry, prochiral molecules can be converted from achiral to chiral in a single step.[1]

If two identical substituents are attached to an sp3-hybridized atom, the descriptors pro-R and pro-S are used to distinguish between the two. Replacing the pro-R substituent results in an R chirality center at the original sp3-hybridized atom, and vice versa.

A trigonal planar sp2-hybridized atom can be converted to a chirality center when a substituent is added to the re or si face of the molecule.

  1. ^ John McMurry. Organic Chemistry, 6ed, Brooks/Cole, 301-303. 
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