Steric Hindrance

Steric hindrance is the reduction or prevention of a chemical reaction caused by the physical crowding of atoms or groups around a reactive site. Because bulky substituents occupy space, they can block a reagent’s approach, alter molecular shape, and change the accessibility, stability, or preferred pathway of a reaction. This spatial effect helps explain differences in reaction rates, regioselectivity, nucleophilicity, and conformational stability. Chemists use steric principles to predict substitution and elimination reactions, design catalysts and ligands, control molecular recognition, and tune the properties of pharmaceuticals, polymers, and other functional molecules.

Steric Hindrance - 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...

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 EoE - Assay Techniques

Single-Molecule Pull-Down Assay for Protein Phosphorylation Analysis: A High Throughput Technique to Quantify Protein Phosphorylation in Cell Lysate

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2025

This video demonstrates a sensitive quantification technique of protein phosphorylation using a single-molecule pull-down assay. The functionalization of polyethylene glycol-biotin and the use of labeled antibodies increases the detection of phosphorylated tyrosine with specificity.

Determination of Carbonyl Functional Groups in Bio-oils by Potentiometric Titration: The Faix Method

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Cited by 5 •

2017

Here we present a potentiometric titration technique for accurately quantifying carbonyl compounds in pyrolysis bio-oils.

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