Related Experiment Video
Updated: Feb 15, 2026
09:45
Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
11.2K
Deracemization of a Racemic Compound by Using Tailor-Made Additives
Anthonius H J Engwerda1, Pim van Schayik1, Henjo Jagtenberg1
1Radboud University Nijmegen, Nijmegen, The Netherlands.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|January 13, 2018
Summary
Viedma ripening, a method for solid-phase deracemization, can now be used for compounds crystallizing as racemic compounds, not just conglomerates. This expansion broadens the applicability of chiral molecule separation techniques.
Area of Science:
- Chiral chemistry
- Crystallization science
- Solid-state chemistry
Background:
- Viedma ripening enables solid-phase deracemization via crystal grinding and solution racemization.
- A key limitation is its requirement for compounds to crystallize as racemic conglomerates, a rare occurrence (5-10%).
Purpose of the Study:
- To overcome the crystallization limitation of Viedma ripening.
- To expand the scope of Viedma ripening to compounds that typically form racemic compounds.
Main Methods:
- Investigated the use of a chiral additive during Viedma ripening.
- Applied the method to a compound that normally crystallizes as a racemic compound.
Main Results:
- Demonstrated successful deracemization of a compound under conditions where it typically forms a racemic compound.
- Showcased the effectiveness of a chiral additive in enabling deracemization.
Conclusions:
- The addition of a chiral additive allows Viedma ripening to be applied to compounds forming racemic compounds.
- This novel approach significantly broadens the potential applications of Viedma ripening for chiral molecule separation.
Related Concept Videos
01:09Conjugate Addition to α,β-Unsaturated Carbonyl Compounds
5.6K
α,β-Unsaturated carbonyl compounds are molecules bearing a carbonyl and alkene functionality in conjugation with each other. The conjugation in the molecule leads to three resonance structures. The hybrid form exhibits two probable electrophilic sites: the carbonyl carbon and the β carbon.
5.6K
02:30Racemic Mixtures and the Resolution of Enantiomers
21.9K
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...
21.9K
01:27Conjugate Addition (1,4-Addition) vs Direct Addition (1,2-Addition)
4.4K
α,β-Unsaturated carbonyl compounds with two electrophilic sites, the carbonyl carbon, and the β carbon, are susceptible to nucleophilic attack via two modes: conjugate or 1,4-addition and direct or 1,2-addition.
Conjugate addition results in a thermodynamically stable product. The reaction retains the stronger C=O bond at the expense of the weaker C=C π bond. The process is slow as the β carbon is less electrophilic than the carbonyl carbon.
Direct addition products are...
Conjugate addition results in a thermodynamically stable product. The reaction retains the stronger C=O bond at the expense of the weaker C=C π bond. The process is slow as the β carbon is less electrophilic than the carbonyl carbon.
Direct addition products are...
4.4K
02:38Molecules and Compounds
69.8K
Atoms and Molecules
69.8K
01:08Conjugate Addition of Enolates: Michael Addition
3.7K
The attack of a nucleophile at the β carbon of an α,β-unsaturated carbonyl compound is called conjugate addition. Conjugate addition reactions of active methylene compounds, such as β-diketones, β-keto esters, β-keto nitriles, and α-nitro ketones, are called Michael addition reactions.
3.7K
03:02Organic Compounds
57.7K
All living things are formed mostly of carbon compounds called organic compounds. The category of organic compounds includes both natural and synthetic compounds that contain carbon. Although a single, precise definition has yet to be identified by the chemistry community, most agree that a defining trait of organic molecules is the presence of carbon as the principal element, bonded to hydrogen and other carbon atoms. However, some carbon-containing compounds such as carbonates, cyanides, and...
57.7K