Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

Basicity of Heterocyclic Aromatic Amines01:25

Basicity of Heterocyclic Aromatic Amines

6.2K
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
6.2K
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

4.1K
Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
4.1K
Diazonium Group Substitution: –OH and –H01:19

Diazonium Group Substitution: –OH and –H

2.9K
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.
2.9K
Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

2.9K
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
2.9K
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene01:13

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

6.2K
Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
6.2K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

2.0K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
2.0K

You might also read

Related Articles

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

Sort by
Same author

Enantioselective Geminal Olefin Disulfonoxylation.

The Journal of organic chemistry·2026
Same author

Elucidating metal (Zr, Hf, Th, U)-hydride covalency using <sup>1</sup>H NMR chemical shifts and density functional calculations.

Communications chemistry·2026
Same author

Aluminum dihydride from E(IV) precursors (E = Si, Ge) and its bond-activation reactivities.

Dalton transactions (Cambridge, England : 2003)·2026
Same author

Structure-Function Coupling in Pyridyl Triazole Copolymers for Neuromorphic Synaptic Transistors.

ACS applied electronic materials·2026
Same author

Unusual bonding situations in Th(iv) and U(iv)-Al(iii) pnictogen complexes.

Chemical science·2026
Same author

From Binary to Ternary Hydrogen-Bonded Solids with Anisotropic Thermal Expansion.

ACS materials Au·2026
Same journal

2-(3,4-Di-chloro-phen-yl)-<i>N</i>-methyl-<i>N</i>-[2-(pyrrolidin-1-yl)cyclo-hex-yl]acetamide hydro-chloride: (±)-U50,488H.

IUCrData·2026
Same journal

Ethyl 3-hy-droxy-benzoate.

IUCrData·2026
Same journal

(2-Amino-cyclo-hexanol-κ<sup>2</sup> <i>N</i>,<i>O</i>)chlorido(η<sup>6</sup>-<i>p</i>-cy-mene)ru-thenium(II) tetra-fluoro-borate (2-amino-cyclo-hexanolato-κ<sup>2</sup> <i>N</i>,<i>O</i>)chlorido(η<sup>6</sup>-<i>p</i>-cymene)ru-thenium(II).

IUCrData·2026
Same journal

<i>N</i>-Phenyl-[1,1'-biphen-yl]-2-carboxamide.

IUCrData·2026
Same journal

2,4,5-Tris(4-methyl-phen-yl)-1<i>H</i>-imidazol-3-ium 2,4,6-tri-nitro-phenolate.

IUCrData·2026
Same journal

1,1'-(2,2-Di-phenyl-ethene-1,1-di-yl)bis-(3,5-dimethyl-1<i>H</i>-pyrazol-2-ium) dichloride.

IUCrData·2026
See all related articles

Related Experiment Video

Updated: Aug 7, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
14:11

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

Published on: June 10, 2021

6.3K

2-Bromo-6-hydrazinyl-pyridine.

Valeri V Mossine1, Steven P Kelley2, Thomas P Mawhinney1

  • 1Department of Biochemistry, University of Missouri, Columbia, MO 65211, USA.

Iucrdata
|March 13, 2023
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of C5H6BrN3, revealing unique molecular conformations and intermolecular interactions like hydrogen bonds and halogen bonds. These findings contribute to understanding crystal packing in organic compounds.

Keywords:
aryl­hydrazinecrystal structurehalogen bondhydrogen bondingπ-stacking

More Related Videos

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
05:07

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Published on: June 23, 2019

6.7K
Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
11:45

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles

Published on: August 22, 2018

8.5K

Related Experiment Videos

Last Updated: Aug 7, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
14:11

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

Published on: June 10, 2021

6.3K
Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
05:07

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Published on: June 23, 2019

6.7K
Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
11:45

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles

Published on: August 22, 2018

8.5K

Area of Science:

  • Crystallography and Crystal Engineering
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Understanding the solid-state structure of organic molecules is crucial for predicting their physical and chemical properties.
  • Intermolecular forces, such as hydrogen bonds and halogen bonds, play a significant role in dictating crystal packing and material characteristics.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C5H6BrN3.
  • To identify and characterize the types of intermolecular interactions present in the crystal lattice.
  • To analyze the conformational diversity of the molecules within the asymmetric unit.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the crystal structure.
  • Analysis of the crystal structure involved identifying hydrogen bonds (N-H⋯N and bifurcated N-H⋯(N,N)) and halogen bonds (Br⋯Br).
  • Investigation of π-π stacking interactions was also performed.

Main Results:

  • The compound C5H6BrN3 crystallizes in the orthorhombic space group P212121.
  • Two molecules with distinct conformations were found in the asymmetric unit.
  • Intermolecular interactions observed include N-H⋯N and bifurcated N-H⋯(N,N) hydrogen bonds forming [100] chains, a short Br⋯Br halogen bond, and π-π stacking.

Conclusions:

  • The crystal structure of C5H6BrN3 is characterized by a combination of hydrogen bonding, halogen bonding, and π-π stacking interactions.
  • The presence of two different conformations in the asymmetric unit highlights molecular flexibility within the crystal.
  • These findings provide insights into the supramolecular assembly and potential properties of this bromo-triazine derivative.