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Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
2-Chloro-1,2-diphenyl-ethanone (desyl chloride)
Richard Betz1, Cedric McCleland, Eric Hosten
1Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031, South Africa.
This study details a racemic benzoin derivative, C(14)H(11)ClO, revealing its molecular structure. The research highlights the nearly eclipsed conformation of its carbonyl group and the specific spatial arrangement of the chlorine substituent.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Benzoin derivatives are important in organic synthesis.
- Understanding the conformational properties of substituted benzoin compounds is crucial for predicting their reactivity and applications.
Purpose of the Study:
- To characterize the molecular structure of a novel racemic benzoin derivative, C(14)H(11)ClO.
- To investigate the conformational preferences of the carbonyl group and the influence of the chlorine substituent.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular geometry.
Main Results:
- The compound was identified as a racemic derivative of benzoin.
- The carbonyl group exhibited a nearly eclipsed conformation relative to the chlorine substituent, with a dihedral angle of 17.5(2)°.
- The shortest intermolecular π-π contact was measured at 4.258(1) Å.
Conclusions:
- The study provides a detailed structural analysis of the C(14)H(11)ClO compound.
- The observed conformation offers insights into the stereoelectronic effects of the chlorine substituent in benzoin derivatives.
- The intermolecular interactions, specifically π-π stacking, were quantified, contributing to the understanding of crystal packing.
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