Electron Pair Shift

Electron pair shift is a chemical mechanism in which a pair of valence electrons moves between atoms or bonds, explaining how molecular structures change during reactions. In organic chemistry, curved-arrow notation tracks this movement: electrons from a lone pair or bond form a new bond with an electron-deficient center, while another bond may break and transfer its electrons to an electronegative atom. This process describes nucleophilic attack, proton transfer, bond cleavage, and resonance changes. Understanding electron pair shifts helps students and researchers predict reaction mechanisms, identify intermediates, and explain product formation in synthesis, biochemistry, and reaction analysis.

Electron Pair Shift - Related Videos

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JoVE Core - Analytical Chemistry

π Electron Effects on Chemical Shift: Overview

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2024

An applied magnetic field causes loosely bound π-electrons in organic molecules to circulate, producing a local or induced diamagnetic field over a large spatial volume. As the molecules tumble in solution, the field generated by π-electrons in spherical substituents results in a zero net field. However, the net field generated by π-electrons in non-spherical substituents is not zero. The effect of this induced field depends on the orientation of the molecule with respect to B0, resulting in...

VSEPR Theory and the Effect of Lone Pairs

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2020

Effect of Lone Pairs of Electrons on Molecule Geometry It is important to note that electron-pair geometry around a central atom is not the same thing as its molecular structure. Molecular structure describes the location of the atoms, not the electrons. The geometry that includes all electron pairs is the electron-pair geometry. The electron-pair geometries describe all regions where electrons are located, bonds as well as lone pairs. The structure that includes only the placement of the...

π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds

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2024

In aromatic compounds, such as benzene, the circulation of (4n + 2) π-electrons sets up a diamagnetic or diatropic ring current around the perimeter of the molecule. This current induces a magnetic field that opposes the external field inside the ring and reinforces it on the outside. The protons in benzene are deshielded and exhibit high chemical shifts in the range 6.5–8.5 ppm. The shielding effect at the center of the ring is evident in complex aromatic molecules, such as annulenes. In...

Electrophoretic Mobility Shift Assay (EMSA)

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2023

The electrophoretic mobility shift assay (EMSA) is a biochemical procedure used to elucidate binding between proteins and nucleic acids. In this assay a radiolabeled nucleic acid and test protein are mixed. Binding is determined via gel electrophoresis which separates components based on mass, charge, and conformation. This video shows the concepts of EMSA and a general procedure, including gel and protein preparation, binding, electrophoresis, and detection. Applications covered in this video...

DNA Base Pairing

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2020

Erwin Chargaff’s rules on DNA equivalence paved the way for the discovery of base pairing in DNA. Chargaff’s rules state that in a double-stranded DNA molecule, the amount of adenine (A) is equal to the amount of thymine (T); the amount of guanine (G) is equal to the amount of cytosine (C); and the sum of purines, A and G, is equal to the sum of pyrimidines, C and T (i.e., A+G = C+T). Later work by Watson and Crick revealed that in double-stranded DNA, A always forms two hydrogen bonds...

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