Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

Prochirality02:05

Prochirality

3.8K
The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
3.8K
SN1 Reaction: Stereochemistry02:15

SN1 Reaction: Stereochemistry

8.5K
This lesson provides an in-depth discussion of the stereochemical outcomes in an SN1 reaction.
In the first step of an SN1 reaction, the bond between the electrophilic carbon and the leaving group ionizes to generate the carbocation intermediate. The second step of the mechanism is the nucleophilic attack.
In the formed carbocation, the positively charged carbon is sp2 hybridized with a trigonal planar geometry. As all the three substituents lie on the same plane, a plane of symmetry for the...
8.5K
Racemic Mixtures and the Resolution of Enantiomers02:30

Racemic Mixtures and the Resolution of Enantiomers

18.3K
A racemic mixture, or racemate, is an equimolar mixture of enantiomers of a molecule that can be separated using their unique interaction with chiral molecules or media. Racemic mixtures are denoted by the (±)- prefix. This ‘optical rotation descriptor’ applies to the whole solution of a racemic mixture rather than a specific stereoisomer. Enantiomers typically have the same physical and chemical properties. Hence, they are not easily separable. However, enantiomers can exhibit...
18.3K
SN2 Reaction: Stereochemistry02:23

SN2 Reaction: Stereochemistry

9.5K
In an SN2 reaction, the nucleophilic attack on the substrate and departure of the leaving group occurs simultaneously through a transition state. As the nucleophile approaches the substrate from the back-side, the configuration of the substrate carbon changes from tetrahedral to trigonal bipyramidal and then back to tetrahedral, leading to an inversion in the configuration of the product.
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not...
9.5K
Stereochemical Effects of Enolization01:12

Stereochemical Effects of Enolization

2.0K
The chiral α-carbon of the carbonyl compound is the stereocenter of the molecule. As shown in the figure below, when such a carbonyl compound undergoes racemization under an acidic or basic condition, an achiral enol is formed.
2.0K
Chirality02:25

Chirality

24.2K
Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
24.2K

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Shaking things up: exploiting the potential of mechanochemistry to enhance deracemization of racemic compounds.

Chemical communications (Cambridge, England)·2026
Same author

Single-Particle Polydiacetylene Sensors: Harnessing Monomer Reservoirs for Reconfigurable Chromic Architectures.

Accounts of chemical research·2026
Same author

Nonequilibrium ordering dynamics of confined soft alginate hydrogel colloids driven by time-evolving electrostatic interactions.

Nature communications·2026
Same author

Comparison between Amorphous States of the Trans/Cis Isomers of Clomiphene: Similarities and Differences.

Molecular pharmaceutics·2025
Same author

Electrochemical Dehydrogenation of Piperazine on Pd-Based Multimetallic Alloy Catalysts.

ACS applied materials & interfaces·2025
Same author

Mechanistic Dissymmetry between Crystal Growth and Dissolution Drives Ratcheted Chiral Amplification.

Journal of the American Chemical Society·2025

Related Experiment Video

Updated: Jun 28, 2025

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

6.9K

Chiral Flipping in Viedma Deracemization.

Hyun Soo Choi1, In Hwan Oh1, Bowen Zhang1

  • 1Department of Chemical Engineering (BK21 FOUR Integrated Engineering Program), Kyung Hee University, Yongin, Gyeonggi-do 17104, South Korea.

The Journal of Physical Chemistry Letters
|April 15, 2024
PubMed
Summary

Chiral flipping, or reverse deracemization, was observed in sodium chlorate crystals. Random dissolution and regeneration of chiral particles drive this phenomenon, enhancing deracemization techniques.

More Related Videos

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
11:04

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine

Published on: June 13, 2022

3.0K
Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
10:52

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

Published on: July 27, 2022

2.7K

Related Experiment Videos

Last Updated: Jun 28, 2025

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

6.9K
Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
11:04

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine

Published on: June 13, 2022

3.0K
Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
10:52

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

Published on: July 27, 2022

2.7K

Area of Science:

  • Chiral chemistry
  • Crystallography
  • Chemical engineering

Background:

  • Deracemization is essential for advancing chiral chemistry and separation technologies.
  • Viedma deracemization is a known method for separating enantiomers.
  • Understanding factors influencing deracemization efficiency is critical.

Purpose of the Study:

  • To report and analyze chiral flipping during Viedma deracemization of sodium chlorate crystals.
  • To investigate the influence of initial enantiomeric imbalance on chiral flipping.
  • To develop a model explaining the mechanism of chiral flipping.

Main Methods:

  • Utilized a small-volume reactor system for precise observation of Viedma deracemization.
  • Employed a probabilistic model to analyze the dynamics of chiral particle populations.
  • Quantified chiral flipping based on changes in enantiomeric excess.

Main Results:

  • Observed significant chiral flipping (reverse deracemization) in sodium chlorate crystals.
  • Demonstrated that initial enantiomeric imbalance strongly influences the extent of chiral flipping.
  • Identified random dissolution and regeneration of chiral crystal particles as the primary cause of chiral flipping.

Conclusions:

  • Chiral flipping is a notable phenomenon in Viedma deracemization, particularly in systems with initial enantiomeric imbalance.
  • A probabilistic model successfully explains chiral flipping through fluctuations in chiral particle populations.
  • This research enhances the understanding of deracemization processes and offers insights for improving chiral separation techniques.