Steric Effect

The steric effect is the influence of spatial crowding within or between molecules on their structure, stability, and chemical reactivity. It arises when atoms or substituents approach closely enough for their electron clouds to repel, changing bond angles, conformations, and the accessibility of reactive sites; larger groups generally create greater hindrance. In chemistry, steric effects help explain why hindered substrates react differently in substitution and elimination reactions, why bulky reagents can alter reaction pathways, and how molecular shape controls selectivity. Understanding these effects supports conformational analysis, reaction design, and the development of catalysts, ligands, and functional molecules with tailored behavior.

Steric Effect - Related Videos

Education

JoVE Core - Organic Chemistry

Radical Reactivity: Steric Effects

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2023

The presence of electron-donating, electron-withdrawing, or conjugating groups adjacent to a radical center, imparts electronic stabilization to the radicals. Examples of such electronically-stabilized radicals are triphenylmethyl, tetramethylpiperidine‐N‐oxide, and 2,2‐diphenyl‐1‐picrylhydrazyl. These radicals are remarkably stable and are known as persistent radicals. Some of the persistent radicals can even be isolated and purified. Along with electronic factors, steric factors also account...

Directing and Steric Effects in Disubstituted Benzene Derivatives

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2023

When disubstituted benzenes undergo electrophilic substitution, the product distribution depends on the directing effect of both substituents. When the directing effects of both substituents reinforce each other, a single product is obtained. For example, bromination of p-nitrotoluene occurs ortho to the methyl group and meta to the nitro group, which is the same position, resulting in a single product. However, if the directing effects of the two groups oppose each other, the more strongly...

Research

JoVE Journal - Chemistry

An Inexpensive Adaptation of a Commercial Microwave Reactor for Solid Phase Peptide Synthesis

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2024

A simple, inexpensive, and novel apparatus for performing solid phase peptide syntheses in a commercial microwave reactor is presented.

Nucleophilic Substitution

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2023

Source: Vy M. Dong and Daniel Kim, Department of Chemistry, University of California, Irvine, CA Nucleophilic substitution reactions are among the most fundamental topics covered in organic chemistry. A nucleophilic substitution reaction is one where a nucleophile (electron-rich Lewis base) replaces a leaving group from a carbon atom. SN1 (S = Substitution, N = Nucleophilic, 1 = first-order kinetics) SN2 (S = Substitution, N = Nucleophilic, 2 = second-order kinetics) This video will help to...

Research

JoVE Journal - Immunology and Infection
Free Sample

Flow Cytometric Analysis of Particle-bound Bet v 1 Allergen in PM10

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Cited by 8 •

2016

Here, we present a protocol to quantify allergen-loaded particles by flow cytometry. Ambient particulate matter particles may act as carriers of adsorbed allergens. We show here that flow cytometry, a method widely used to characterize suspended solids >0.5 µm in diameter, can be used to measure these allergen-loaded particles.

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