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Updated: May 27, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
2-[(Indan-1-yl-idene)amino]-ethanol
This study examines the crystal structure of a novel compound, C(11)H(13)NO. The research reveals a planar five-membered ring and the formation of hydrogen-bonded dimers, offering insights into molecular interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the structural and intermolecular properties of organic compounds is crucial in chemistry.
- The title compound, C(11)H(13)NO, presents an interesting case due to its fused ring system and functional groups.
Purpose of the Study:
- To elucidate the precise three-dimensional structure of the title compound, C(11)H(13)NO.
- To investigate the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and intermolecular distances was performed.
Main Results:
- The five-membered ring fused with the aromatic system is nearly planar, with a root-mean-square deviation of 0.037 Å.
- An sp(3)-hybridized ethylene linkage does not significantly disrupt the planarity of the fused ring system.
- The hydroxy group on the N-bound hydroxyethyl chain acts as a hydrogen bond donor, forming a C(2)-symmetric dimer with an adjacent molecule via the azomethine nitrogen.
Conclusions:
- The crystal structure of C(11)H(13)NO features a planar fused ring system and exhibits significant intermolecular hydrogen bonding.
- The formation of hydrogen-bonded dimers is a key characteristic of the compound's solid-state organization.
- These findings contribute to the understanding of structure-property relationships in organic molecules.
Related Concept Videos
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Acid-Catalyzed Dehydration of Alcohols to Alkenes
Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
Aldehydes and Ketones with Amines: Enamine Formation Mechanism

