Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Related Concept Videos

ortho–para-Directing Activators: –CH3, –OH, –&NoBreak;NH2, –OCH3

ortho–para-Directing Activators: –CH₃, –OH, –⁠NH₂, –OCH₃

All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...

Indirect-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship

Indirect-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship

Indirect-acting cholinergic agonists are agents that interact with the acetylcholinesterase enzyme in the synaptic cleft, preventing the breakdown of acetylcholine into choline and acetate. Consequently, the concentration of acetylcholine in the synaptic cleft increases. These agonists can be classified into reversible and irreversible inhibitors based on their duration of action.
Reversible inhibitors display short to medium durations of action. Short-acting agents include simple alcohols with...

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the para...

Diazonium Group Substitution: –OH and –H

Diazonium Group Substitution: –OH and –H

Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by

Same author

TSPO activation ameliorates maternal immune activation induced PV interneuron deficits via BDNF/TrkB signaling.

Psychopharmacology·2024

Same author

Targeting vulnerable microcircuits in the ventral hippocampus of male transgenic mice to rescue Alzheimer-like social memory loss.

Military Medical Research·2024

Same author

Esophageal granular cell tumor: A case report.

World journal of clinical cases·2022

Same author

P301S-hTau acetylates KEAP1 to trigger synaptic toxicity via inhibiting NRF2/ARE pathway: A novel mechanism underlying hTau-induced synaptic toxicities.

Clinical and translational medicine·2022

Same author

Deficit of perineuronal net induced by maternal immune activation mediates the cognitive impairment in offspring during adolescence.

Behavioural brain research·2022

Same author

Self-redox reaction driven in situ formation of Cu<sub>2</sub>O/Ti<sub>3</sub>C<sub>2</sub>T<sub>x</sub> nanosheets boost the photocatalytic eradication of multi-drug resistant bacteria from infected wound.

Journal of nanobiotechnology·2022

Search research articles

Related Experiment Video

Updated: Feb 19, 2026

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

Published on: January 21, 2020

6-Hydr-oxy-3-(hydroxy-imino)indolin-2-one.

¹Yibin Vocational & Technical College, Si chuan, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

The crystal structure of C(8)H(6)N(2)O(3) reveals an almost planar indol-2-one system. Molecules are linked into a 3D network by hydrogen bonds and stabilized by pi-pi contacts between indole rings.

Area of Science:

Crystallography
Chemical Physics
Materials Science

Background:

Understanding the solid-state structure of organic compounds is crucial for predicting their properties.
Indol-2-one derivatives are important scaffolds in medicinal chemistry and materials science.
Intermolecular interactions, such as hydrogen bonding and pi-pi stacking, significantly influence crystal packing and material properties.

Purpose of the Study:

To elucidate the crystal structure of the title compound, C(8)H(6)N(2)O(3).
To investigate the nature and role of intermolecular interactions in stabilizing the crystal lattice.
To analyze the planarity of the indol-2-one core and its contribution to the overall structure.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.

More Related Videos

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

Published on: May 27, 2015

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

Related Experiment Videos

Last Updated: Feb 19, 2026

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

Published on: January 21, 2020

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

Published on: May 27, 2015

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

Analysis of hydrogen bonding networks (N-H⋯O, O-H⋯N, O-H⋯O) was performed.

Identification and quantification of pi-pi stacking interactions between indole ring systems were carried out.

Main Results:

The indol-2-one system in C(8)H(6)N(2)O(3) exhibits near planarity, with a maximum deviation of 0.010(3) Å.
A three-dimensional network is formed through extensive inter-molecular hydrogen bonds.
Significant pi-pi contacts between indole rings were observed, with centroid-centroid distances ranging from 3.494(1) to 3.736(1) Å.

Conclusions:

The crystal structure of C(8)H(6)N(2)O(3) is stabilized by a combination of hydrogen bonding and pi-pi stacking interactions.
The observed planarity of the indol-2-one core is a key feature influencing the packing arrangement.
These findings contribute to the understanding of structure-property relationships in indol-2-one derivatives.