Related Experiment Video
Updated: May 27, 2026

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
5,5'-[(2,4-Dichloro-phen-yl)methyl-ene]bis-(2,2-dimethyl-1,3-dioxane-4,6-dione).
1MicroScale Science Institute, Department of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China.
Researchers synthesized a new compound, C(19)H(18)Cl(2)O(8), using specific organic reactions. The study reveals its molecular structure and crystal packing, highlighting hydrogen bonding interactions.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- The synthesis of novel organic compounds is crucial for developing new materials and understanding chemical interactions.
- Exploring the structural properties of molecules provides insights into their reactivity and potential applications.
Purpose of the Study:
- To synthesize and characterize a new organic compound with the molecular formula C(19)H(18)Cl(2)O(8).
- To investigate the solid-state structure and intermolecular interactions of the synthesized compound.
Main Methods:
- Chemical synthesis involving the reaction of 2,2-dimethyl-1,3-dioxane-4,6-dione and 2,4-dichloro-benzaldehyde in ethanol.
- X-ray crystallography to determine the molecular and crystal structure.
- Analysis of intermolecular interactions, including hydrogen bonding.
Main Results:
- The title compound, C(19)H(18)Cl(2)O(8), was successfully synthesized.
- The crystal structure revealed that the two 1,3-dioxane rings adopt boat conformations.
- Weak intermolecular C-H⋯O and C-H⋯Cl hydrogen bonds were observed, leading to the formation of chains parallel to the a axis.
Conclusions:
- The study successfully synthesized and characterized a novel organic compound.
- The conformational analysis and hydrogen bonding patterns provide valuable data for understanding structure-property relationships in similar molecules.
Related Concept Videos
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.

