Related Experiment Video
Updated: Jun 5, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
3-[4-(Dimethylamino)phenyl]-1,5-di-phenylpentane-1,5-dione
This study details the crystal structure of C(25)H(25)NO(2), revealing two independent molecules within its asymmetric unit. The crystal packing is characterized by weak intermolecular interactions, including C-H⋯O, C-H⋯π, and π-π stacking.
Area of Science:
- Crystallography
- Solid-state chemistry
- Molecular structure
Background:
- Understanding the crystal packing of organic molecules is crucial for predicting material properties.
- The compound C(25)H(25)NO(2) presents an interesting case for studying intermolecular forces due to its specific functional groups.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(25)H(25)NO(2).
- To analyze the intermolecular interactions governing the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of the crystal structure to identify and quantify intermolecular interactions.
Main Results:
- The asymmetric unit of C(25)H(25)NO(2) contains two independent molecules.
- Weak intermolecular interactions, specifically C-H⋯O, C-H⋯π, and π-π interactions, were identified in the crystal lattice.
Conclusions:
- The crystal structure of C(25)H(25)NO(2) is characterized by the presence of two independent molecules.
- The observed weak intermolecular interactions play a significant role in the overall crystal packing and stability.
Related Concept Videos
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Structure of Conjugated Dienes
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
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, alcohols and phenols...
π Molecular Orbitals of 1,3-Butadiene
The simplest conjugated diene is 1,3-butadiene: a four-carbon system where each carbon is sp2-hybridized and has an unhybridized p orbital that contains an unpaired electron. According to molecular orbital theory, atomic orbitals combine to form molecular orbitals such that the number...

