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Updated: Jun 1, 2026
07:06
Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
2,2'-[1,1'-(Decane-1,10-diyldioxy-dinitrilo)diethyl-idyne]diphenol
Xiao-Qiang Wang1, Jun-Feng Tong, Wen-Kui Dong
1School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China.
Summary
This study details the crystal structure of a salen-type bis-oxime compound. It reveals intramolecular hydrogen bonds forming ring motifs and intermolecular interactions creating a one-dimensional supramolecular structure.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Salen-type ligands are versatile chelating agents with applications in catalysis and materials science.
- Bis-oxime derivatives of salen-type compounds offer unique structural and electronic properties.
- Understanding the solid-state structure is crucial for predicting and controlling molecular behavior.
Purpose of the Study:
- To determine the precise three-dimensional crystal structure of the title salen-type bis-oxime compound.
- To investigate the presence and nature of intra- and intermolecular interactions.
- To elucidate the factors governing the formation of supramolecular architectures in the solid state.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to obtain the crystal structure.
- Structural data were analyzed to identify hydrogen bonding networks and symmetry elements.
- Molecular geometry and packing arrangements were examined.
Main Results:
- The title compound, C(26)H(36)N(2)O(4), crystallizes with a salen-type bis-oxime structure.
- Classical intramolecular O-H⋯N hydrogen bonds were observed, generating two S(6) ring motifs.
- Weak intermolecular C-H⋯O hydrogen bonds link molecules into an infinite one-dimensional supramolecular chain.
Conclusions:
- The crystal structure provides fundamental insights into the solid-state behavior of this salen-type bis-oxime.
- Intramolecular hydrogen bonding dictates local conformation, while intermolecular interactions drive supramolecular assembly.
- The observed one-dimensional structure has implications for potential applications in materials science and crystal engineering.
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01:57Preparation of Diols and Pinacol Rearrangement
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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.
02:23Structure and Nomenclature of Alcohols and Phenols
Overview
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...
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...
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Conformation
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Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
01:16Structure of Conjugated Dienes
Introduction
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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...
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