What is the Difference Between Geometric and Structural Isomers

Both structural and geometric isomers are types of isomers, which are molecules with the same molecular formula (same number of each type of atom) but different arrangements of those atoms.

What is the difference between geometric and structural isomers? In geometric isomers, the bonding order is different, while in geometric isomers, the bonding order is similar.

Key Areas Covered

1. What are Geometric Isomers 
      – Definition, Features 
2. What are Structural Isomers 
      – Definition, Features
3. Similarities Between Geometric and Structural Isomers
      – Outline of Common Features
4. Difference Between Geometric and Structural Isomers
      – Comparison of Key Differences
5. FAQ: Geometric and Structural Isomers
      – Answers to Frequently Asked Questions

Key Terms

Geometric Isomers, Structural Isomers, Isomerism

Difference Between Geometric and Structural Isomers - Comparison Summary

What are Geometric Isomers

Geometric isomers share the same molecular formula and bonding order. However, the presence of a restricted rotation point, typically a double bond, forces similar groups on either side of the bond to adopt specific positions. This results in two possible configurations: cis and trans.

Cis isomers have similar groups on the same side, whereas trans isomers have similar groups on either side of the double bond. Consider dichloroethene, for instance. It exists as cis-dichloroethene, where the chlorine atoms are close neighbors, and trans-dichloroethene, where they’re on opposite sides of the double bond.

Geometric Isomers

The set of properties geometric isomers have is determined by the spatial arrangement of these molecules. For example, cis isomers and trans isomers have different melting points and boiling points. This variation is due to the intermolecular forces among them.

There are many applications of geometric isomers seen in various fields like medicine. The two isomer types may have totally different functions. For example, one isomer might be a potent drug, while the other could be inactive or even harmful.

What are Structural Isomers

Structural isomers arise due to the creative ways atoms can bond with each other. Sometimes, the order of connections changes entirely. For instance, butane and butanol have the same number of carbon and hydrogen atoms. However, in butanol, an OH group replaces hydrogen, leading to a distinct structure with different chemical properties.

Branching with carbon chains is another type of structural isomerism. Butane, with its linear chain, has a structural isomer called isobutane, where the chain branches, creating a more compact molecule.

Structural Isomers

Functional groups also pave the way for isomerism. For example, ethanol and dimethyl ether have the same number of carbon, hydrogen, and oxygen atoms. But ethanol has a hydroxyl group (OH), while dimethyl ether has an ether group (C-O-C). This difference in functional groups leads to distinct chemical behaviors.

There are many uses of structural isomerism. For example, structural isomerism is useful in developing certain drugs and chemicals in the industry.

Similarities Between Geometric and Structural Isomers

  1. Both types have the same molecular formula.
  2. Structural and geometric isomers are built from the same set of atoms.

Difference Between Geometric and Structural Isomers

Definition

  • Geometric isomers are isomers with the same molecular formula and connectivity but differ in spatial arrangement due to restricted rotation around a bond or a ring, leading to different geometric configurations. Structural isomers, on the other hand, are isomers with the same molecular formula but different structural arrangements of atoms, resulting in different chemical properties.

Bonding Order

  • Structural isomers have different bonding orders between atoms, whereas geometric isomers have the same bonding order.

Isomers

  • A single molecule can have many structural isomers, whereas geometric isomers typically have only a few possibilities (usually cis and trans).

Examples

  • Butane and ethanol, which have the same number of carbon and hydrogen atoms but differ in functional groups (alkane vs. alcohol), are examples of structural isomers, while dichloroethane, which has cis and trans isomers, is an example of a geometric isomer.

Conclusion

In conclusion, structural and geometric isomers are different types of isomers sharing the same molecular formula but differing in atomic arrangements. Structural isomers differ in the connectivity of atoms, leading to variations in functional groups and branching, resulting in different chemical properties. In contrast, geometric isomers have the same bonding order but differ in spatial arrangements due to restricted rotation around double bonds, forming cis and trans configurations.

FAQ: Geometric and Structural Isomers

1. What is different about geometric isomers?

  • Geometric isomers have different spatial arrangements of the atoms. This difference in spatial arrangement can result in different physical and chemical properties between geometric isomers.

2. What is the difference between geometric isomers and stereoisomers?

  • Geometric isomers are a type of stereoisomer that arise when the atoms in a molecule are arranged differently due to a rigid structure like a double bond or ring. Stereoisomers, in general, are molecules with the same atoms bonded in the same order but with different spatial arrangements, which include geometric isomers, along with others like optical isomers.

3. What is the difference between resonance structures and geometric isomers?

  • Resonance structures are different ways to represent the same molecule, showing electron delocalization within a molecule. Geometric isomers, on the other hand, are different molecules with the same atoms but arranged differently due to restricted rotation around a bond or a ring.

4. What is an example of a structural isomer?

  • An example of a structural isomer is butane and methylpropane. They both have the same molecular formula, C4H10, but differ in the way the atoms are bonded to each other. Butane has a straight chain structure, while methylpropane has a branched structure.

5. Can geometrical isomers be optically active?

  • Not all geometric isomers are optically active. Cis isomers with a double bond and two identical groups on each side can be optically active.
Reference:

1. “Structural Isomer.” Wikipedia. Wikipedia Foundation.
2. “Cis–trans isomerism.” Wikipedia. Wikipedia Foundation.

Image Courtesy:

1. “Geometric (cis-trans) isomers in alkenes” By DrTOsborne – Own work (CC BY 4.0) via Commons Wikimedia
2. “Structural isomers” Par V8rik sur Wikipédia anglais — La source n’a pas pu être reconnue automatiquement. « Travail personnel » supposé (étant donné la revendication de droit d’auteur). (CC BY-SA 3.0) via Commons Wikimedia

About the Author: Hasini A

Hasini is a graduate of Applied Science with a strong background in forestry, environmental science, chemistry, and management science. She is an amateur photographer with a keen interest in exploring the wonders of nature and science.

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