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Updated: May 25, 2026

Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
Diethyl 2-(triphenyl-meth-yl)malonate.
Steric hindrance in a triphenylmethyl compound causes an unusually long carbon-carbon bond. This structural feature, along with ethyl group disorder, offers insights into molecular packing and reactivity.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Understanding the impact of steric hindrance on chemical bonds is crucial in organic chemistry.
- Crystal structure analysis provides detailed information about molecular geometry and packing.
Purpose of the Study:
- To investigate the structural consequences of steric crowding in a specific organic compound.
- To characterize the C-C bond length and molecular conformation influenced by bulky substituents.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Analysis of bond lengths, bond angles, and atomic coordinates provided structural insights.
Main Results:
- A significantly elongated C-C bond (1.585(2) Å) was observed due to steric repulsion between the triphenylmethyl and diethyl malonate moieties.
- One of the ethyl groups exhibited positional disorder, distributed across two sites in a 60:40 ratio.
Conclusions:
- Steric strain can lead to notable distortions in bond lengths within organic molecules.
- The observed disorder highlights the dynamic nature of molecular conformations in the solid state.
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