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

Racemic Mixtures and the Resolution of Enantiomers02:30

Racemic Mixtures and the Resolution of Enantiomers

22.0K
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...
22.0K
SN1 Reaction: Stereochemistry02:15

SN1 Reaction: Stereochemistry

10.6K
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...
10.6K
Preparation of Alcohols via Substitution Reactions01:38

Preparation of Alcohols via Substitution Reactions

7.5K
Overview
Alcohols can be synthesized from alkyl halides via nucleophilic substitution reactions. The highly polar carbon-halogen bond in the substrate makes halide a good leaving group.  The hydroxide ion or water can act as a nucleophile to take the place of halide and form an alcohol. The substitution reactions occur via two different reaction pathways, SN1 or SN2,  depending on the nature of carbon attached to the halide.
Primary alcohols are synthesized from primary alkyl halides, and the...
7.5K
Stereochemical Effects of Enolization01:12

Stereochemical Effects of Enolization

2.7K
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.
2.7K
Prochirality02:05

Prochirality

5.1K
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...
5.1K
Oxymercuration-Reduction of Alkenes02:36

Oxymercuration-Reduction of Alkenes

9.4K
Oxymercuration–reduction of alkenes is one of the major reactions converting alkenes to alcohols. It involves the hydration of alkenes with mercuric acetate in a mixture of tetrahydrofuran and water, forming an organomercury adduct. This is followed by a demercuration step in which the adduct is reduced to an alcohol using sodium borohydride.
9.4K

You might also read

Related Articles

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

Sort by
Same author

Mechanochemical Methods for Amide Bond Formation.

Chemical reviews·2026
Same author

Detecting glycosyl-oxonium and glycosyl-nitrilium ions using exchange NMR to investigate solvent effects in glycosylation reactions.

Nature communications·2026
Same author

Development of Lipopeptides as Orthoflavivirin Inhibitors with Low Micromolar Broad-Spectrum Antiorthoflaviviral Activity.

Journal of medicinal chemistry·2025
Same author

Design of PV Cells and LEDs Robust to Grid Shadowing Losses in Emission.

ACS applied optical materials·2025
Same author

Cocrystals and Solvates are Not the Same: A Network Perspective.

Chemphyschem : a European journal of chemical physics and physical chemistry·2025
Same author

Semi-Targeted Nuclear Magnetic Resonance Metabolomics via Parahydrogen-Induced Hyperpolarization for Enhanced Sensitivity to Metabolic Composition.

Journal of the American Chemical Society·2025

Related Experiment Video

Updated: Feb 21, 2026

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

3.5K

Solid Phase Deracemization of an Atropisomer.

Anthonius H J Engwerda1, Pim van Schayik1, Henjo Jagtenberg1

  • 1Institute for Molecules and Materials, Radboud University, Heyendaalseweg 135, 6525 AJ Nijmegen, The Netherlands.

Crystal Growth & Design
|October 12, 2017
PubMed
Summary
This summary is machine-generated.

Solid-phase deracemization is now possible for atropisomers, which have an axis of chirality. This study demonstrates successful deracemization using temperature cycling or Viedma ripening for these complex chiral molecules.

More Related Videos

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
08:12

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

4.0K
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

7.3K

Related Experiment Videos

Last Updated: Feb 21, 2026

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

3.5K
Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
08:12

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

4.0K
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

7.3K

Area of Science:

  • Stereochemistry
  • Solid-state chemistry
  • Chiral molecule synthesis

Background:

  • Viedma ripening and temperature cycling are methods for chiral molecule deracemization.
  • Previous applications were limited to molecules with a single stereogenic center.
  • Racemization typically involves inversion at a stereocenter.

Purpose of the Study:

  • To investigate the application of Viedma ripening and temperature cycling to atropisomers.
  • To demonstrate solid-phase deracemization of molecules with an axis of chirality.

Main Methods:

  • Application of temperature cycling to atropisomers in the solid phase.
  • Application of Viedma ripening to atropisomers in the solid phase.

Main Results:

  • Successful deracemization of atropisomers was achieved using both temperature cycling and Viedma ripening.
  • This represents the first demonstration of solid-phase deracemization for molecules with an axis of chirality.

Conclusions:

  • Atropisomers can be effectively deracemized in the solid phase.
  • Temperature cycling and Viedma ripening are viable methods for atropisomer deracemization.