Introduction to Chirality in Organic Chemistry - Chiral vs Achiral and finding Chirality Centers
Summary
Highlights
A chiral object is one that is not identical to its mirror image, similar to the relationship between left and right hands. In chemistry, chiral molecules like 2-chlorobutane cannot be superimposed on their mirror images, and these pairs are known as enantiomers.
Molecules that can be superimposed on their mirror images are called achiral. The easiest way to identify an achiral molecule is to look for an internal plane of symmetry or a center of symmetry (inversion center), which effectively divide the molecule into identical segments.
A chirality center is an sp3 hybridized atom bonded to four different groups. It is crucial to remember implicit hydrogen atoms when evaluating carbon atoms. While most molecules with one chirality center are chiral, those with multiple centers may be achiral if they possess symmetry.
Some molecules, like certain allenes, are chiral despite lacking traditional centers. To draw an enantiomer, you can either reflect the molecule across an external mirror plane or swap two groups on each chirality center, such as toggling between wedge and dash bonds.