2,2,3,3,4,4,5,5-Octa-fluorohexa-ne-1,6-diol.
Kylie Feightner1, Douglas R Powell2, Christopher M Burba1
1Department of Natural Sciences, Northeastern State University, 611 N. Grand Ave., Tahlequah, OK 74464, USA.
Iucrdata
|November 7, 2022
Summary
Hydrogen bonds in the crystal structure of C6H6F8O4 link molecules into a 2D network. This network influences the molecule
Area of Science:
- Crystallography
- Supramolecular Chemistry
Background:
- Understanding molecular interactions is key in crystal engineering.
- Hydrogen bonding plays a crucial role in dictating crystal packing and molecular conformation.
Purpose of the Study:
- To elucidate the crystal structure of C6H6F8O4.
- To investigate the role of hydrogen bonding in the molecular arrangement and conformation of C6H6F8O4.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of intermolecular interactions, specifically hydrogen bonds, was performed.
Main Results:
- The crystal structure of C6H6F8O4 was determined.
- O-H⋯O hydrogen bonds were identified, connecting molecules into a two-dimensional network parallel to the (100) plane.
- These hydrogen bonds influence the O-C-C-O torsion angles, resulting in a gauche-trans-trans conformation along the molecular backbone.
Conclusions:
- Hydrogen bonding is the primary driving force for the observed crystal packing in C6H6F8O4.
- The specific conformation of the molecule is a consequence of these intermolecular interactions.
Related Concept Videos
02:36Acidity and Basicity of Alcohols and Phenols
19.7K
Like water, alcohols are weak acids and bases. This is attributed to the polarization of the O–H bond making the hydrogen partially positive. Moreover, the electron pairs on the oxygen atom of alcohol make it both basic and nucleophilic. Protonation of an alcohol converts hydroxide, a poor leaving group, into water—a good one. The two acid–base equilibria corresponding to ethanol are depicted below.
19.7K
01:57Preparation of Diols and Pinacol Rearrangement
3.5K
Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
3.5K
02:44Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
10.7K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
10.7K