Related Experiment Video
Updated: Mar 20, 2026

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
Study on the volatility of halogenated fluorenes.
Juliana A S A Oliveira1, Tânia S M Oliveira1, Alexandra Gaspar1
1Centro de Investigação em Química (CIQ-UP), Department of Chemistry and Biochemistry, Faculty of Science, University of Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal.
This study experimentally determined thermophysical properties of five halogenated fluorenes, including vapor pressures and enthalpies of fusion. These findings are crucial for understanding their behavior in various applications.
Area of Science:
- Physical Chemistry
- Materials Science
Background:
- Halogenated fluorenes are important organic compounds with potential applications in materials science.
- Accurate thermophysical data is essential for predicting and optimizing their performance.
Purpose of the Study:
- To experimentally determine key thermophysical properties of five halogenated fluorenes.
- To measure vapor pressures and enthalpies of fusion for these compounds.
- To evaluate predictive methods for thermophysical properties of substituted benzenes.
Main Methods:
- Vapor pressures were measured using the static method and Knudsen effusion method.
- Differential scanning calorimetry was employed to determine fusion temperatures and enthalpies.
- Experimental data was collected across various temperature ranges for each compound.
Main Results:
- Experimental vapor pressure data was obtained for 2-fluorofluorene, 2-iodofluorene, 2,7-dichlorofluorene, 2,7-difluorofluorene, and 2,7-diiodofluorene.
- Molar enthalpies of fusion were determined for the five halogenated fluorenes.
- The applicability of predictive methods for substituted benzenes to halogenated fluorenes was discussed.
Conclusions:
- The study provides essential experimental thermophysical data for halogenated fluorenes.
- The findings contribute to a better understanding of the physical behavior of these compounds.
- The research supports the development and validation of predictive models for organic materials.
More Related Videos
Related Concept Videos
Halogens
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Radical Halogenation: Thermodynamics
Alkyl Halides
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
Reactions at the Benzylic Position: Halogenation
Halogenation of Alkenes
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.

