Skip to main content

Stereochemistry Part 1 - Conformational and Geometrical Isomerism | CurlyArrows

Why This Chapter?

If you remember the story of ‘The Elephant and Six Blind Men,’ you would recall how the six blind men examined one part of the elephant’s body, and each arrived at a very different conclusion of what an elephant is, though neither of them was wrong. They couldn’t see the complete picture of what a sighted person would see and, therefore, had very different perspectives.

In the world of organic chemistry, where everything is unseen and minuscule but extremely relevant, multiple perspectives play a crucial role. They help us avoid hasty judgments and ensure a more accurate understanding of complex processes.

One important perspective is how organic molecules look in three dimensions: their arrangements, inter-atomic interactions, and bond angles, since their layout would impact their reactivity, properties, and utility. 

Stereochemistry is the study of such a spatial arrangement or distribution of atoms and bonds and its impact on a molecule’s stability and reactivity. 

We study the closeness and the remoteness of various bonds, visualize the electron distribution pattern, introspect on stabilizing and destabilizing interactions, and later understand the impact of such a shape in organic chemistry and other biological processes. 

For simplicity, stereochemistry is divided into two broad types - configurational (further subdivided into geometrical and optical) and conformational. It studies various molecules to differentiate them based on their arrangement.

All this information will then be used to construct molecular structures on two-dimensional paper, just like sketching, using elements like lines, dots, wedges, circles, and various orbital shapes. 

The chapter on stereochemistry will look into all these components so that you aren’t limited to random parts but can finally visualize the whole molecule and marvel at its design.

  • Conformations and Conformational isomers- Introduction
  • How are Conformational Isomers Depicted
  • Open Chain and Closed Chain Conformations
  • Nomenclature- sp3-sp3 bond rotation, sp3-sp2 bond rotation
  • Conformational Analysis
  • Factors affecting the stability of conformers - Stabilizing Interactions (Hyperconjugation, Hydrogen Bonding, Dipole Minimizations)
  • Factors affecting the stability of conformers - Destabilizing Interactions (Steric strain, Torsional strain, Angle strain)
  • Importance of Conformational Analysis
  • Conformation in Compounds with Lone Pairs
  • Role of Solvents in Conformations
  • An Example of Conformation Dependent Reaction and Product Selectivity
  • Geometrical Isomerism - Introduction
  • Impact of cis-trans isomerism on physical properties
  • Impact of cis-trans isomerism on chemical reactions
  • Scope of Geometrical Isomerism in Biological Systems and Industrial Applications
  • E/Z Nomenclature in Substituted Alkenes
     
Conformations in Organic Chemistry - An Introduction
How are Conformational Isomers Depicted?
Open Chain and Closed Chain Conformations
Nomenclature related to sp3-sp3 and sp3-sp2 bond rotations
Conformational Analysis
Factors affecting the stability of conformers - Stabilizing Interactions | Hyperconjugation
Factors affecting the stability of conformers - Stabilizing Interactions | Intramolecular Hydrogen Bonding
Factors affecting the stability of conformers - Stabilizing Interactions | Dipole Minimizations
Factors affecting the stability of conformers - Destabilizing Interactions | Steric strain
Factors affecting the stability of conformers - Destabilizing Interactions | Torsional strain
Factors affecting the stability of conformers - Destabilizing Interactions | Angle strain
Importance of Conformational Analysis
Conformation in Compounds with Lone Pairs
Role of Solvents in Conformational Isomerism
An Example of Conformation Dependent Reaction and Product Selectivity
Geometrical Isomerism or Cis-Trans Isomerism: An Introduction
Impact of Cis-Trans Isomerism on Physical Properties
Impact of Cis-Trans Isomerism on Chemical Reactions
Scope of Geometrical Isomerism in Biological Systems and Industrial Applications
E/Z Nomenclature in Substituted Alkenes