Related Experiment Video
Updated: Sep 1, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Crystal structure of (2E)-1-(4-eth-oxy-phen-yl)-3-(4-fluoro-phen-yl)prop-2-en-1-one
Merle Bernhard1, Jacob C Lutter2, Allison Predecki1
1Department of Chemistry and Biochemistry, Shippensburg University, Shippensburg, PA 17257, USA.
Abstract:
The title mol-ecule, C17H15FO2, was synthesized by a Claisen-Schmidt condensation with 4-fluoro-benzaldehyde and 4'-eth-oxy-aceto-phenone. The torsion angles between the 4-fluoro-phenyl ring and the alkene and the 4'-eth-oxy-phenyl ring and the 2-propen-1-one are -1.2 (4) and 1.2 (3)°, respectively; however, there is a larger torsion between the bonds comprising the 2-propen-1-one unit of 12.0 (4)°. The crystal packing is stabilized by inter-molecular C-H⋯O/F hydrogen bonding, π-π stacking, and H-π inter-actions.
Related Concept Videos
Prochirality
Acidity and Basicity of Alcohols and Phenols
Newman Projections
The organic molecules rotate across the single bonds leading to numerous temporary three-dimensional structures of varying energy known as...
Structure and Nomenclature of Ethers
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent...
Predicting Molecular Geometry
Structure and Nomenclature of Alcohols and Phenols
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds,...

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)