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Isomer

physical science Maturity 11-13 Next article →

Have you ever looked at a set of building blocks? You might use the same pieces to build a tall tower or a small house. In chemistry, molecules can do something very similar. They are called isomers. Isomers are molecules that have the exact same molecular formula. This means they contain the same number of atoms of each element. Even though they have the same parts, they are arranged differently in space. Because of these different shapes, isomers may not act the same way at all.

IsomerOverview
IsomerOverview

One way molecules differ is through structural isomerism. In these molecules, the atoms are connected in different ways. For example, the formula C3H8O can make three different things. You can have 1-propanol, which has a chain of three carbons. You can also have 2-propanol, where a group is attached to the middle carbon. A third version is ethyl-methyl-ether, where an oxygen atom sits between two carbons.

Structural isomers
Structural isomers

Some molecules even form rings instead of open chains. This is seen in the formula C3H4, which can make propadiene, propyne, or cyclopropene.

Propadiene structure
Propadiene structure

Another kind of difference is called stereoisomerism. In these cases, the atoms are connected by the same types of bonds. However, the atoms sit in different positions in space. One type is called enantiomers. These molecules are mirror images of each other. You can think of your left and right hands. They look almost the same, but they cannot perfectly match up.

Stereoisomer are of two types, enantiomers vs diastereomers
Stereoisomer are of two types, enantiomers vs diastereomers

A molecule like 2,3-pentadiene is a real example of this shape.

2,3-pentadiene
2,3-pentadiene

There is also a type of stereoisomer called diastereomers. These are not mirror images of each other. One special kind is cis-trans isomerism. This happens when parts of a molecule stay on one side or the other. In a molecule like dichloroethene, the chlorine atoms can be on the same side or opposite sides. This is often called cis or trans.

Cisplatin and transplatin
Cisplatin and transplatin

This can also happen in rings, like in the molecule inositol. The way the parts are placed can change how the substance behaves.

Small changes in how atoms are placed can have big effects. In living things, two enantiomers might act very differently. For example, the two versions of a sugar like glucose are treated as different substances by the body. Even changing an atom for an isotope can create new isomers. This is called isotopomerism. If you swap a regular hydrogen atom for deuterium, the molecule changes. These tiny shifts in shape change how the whole molecule works in the world.

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🖼️ Images & Media (9)
File:IsomerOverview.svg
IsomerOverview.svg
File:Structural isomers.svg
Structural isomers.svg
File:Propadiene structure.svg
Propadiene structure.svg
File:Propyne-2D-flat.png
Propyne-2D-flat.png
File:cyclopropene.png
cyclopropene.png
File:Stereoisomer are of two types, enantiomers vs diastereomers.svg
Stereoisomer are of two types,...
File:2,3-pentadiene.svg
2,3-pentadiene.svg
File:Cisplatin and transplatin.svg
Cisplatin and transplatin.svg
File:Cyclohexane chair form AND boat form 8254 TR.png
Cyclohexane chair form AND boat form 8254 TR.png
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