Wize University Chemistry Textbook > Introduction to Organic Chemistry
Isomers in Summary
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Isomerism
Isomers are compounds that have the same molecular formula but possess a different chemical structure, potentially leading to vastly different physical, chemical, and biological properties.
Constitutional isomers possess a different connectivity from one another. This means while the molecular formulae are the same, there can be many possibilities for different functional groups or bonding patterns.
Stereoisomers possess the same molecular formula in the same connectivity, but have the arrangement of atoms or bonds in 3D space being different.
Conformational isomers are a type of stereoisomer where the difference in spatial arrangement is due to rotation or twisting about a single bond.
Note: conformational isomers are identical molecules!
Stereoisomers possess the same molecular formula in the same connectivity, but have the arrangement of atoms or bonds in 3D space being different.
Configurational isomers are a type of stereoisomer where the difference in spatial arrangement is not due to rotation or twisting about a single bond.
- Geometric isomers (cis-trans or E/Z isomers) are a type of configurational isomer where the difference in spatial position is around a bond where rotation is not possible (e.g. a double bond).
Watch Out!
Geometric isomers are not possible if two groups on one carbon are the same!
- Optical isomers are a type of configurational isomer where the difference is in the three-dimensional relationship between the substituents. Chiral carbons give rise to optical isomers.

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Example: Isomerism
Complete the table below, by filling each row. If something is not possible write N/A. If one or more of the isomers are not possible please explain your reasoning for each.



