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
π Molecular Orbitals of 1,3-Butadiene01:24

π Molecular Orbitals of 1,3-Butadiene

9.5K
Conjugated dienes have lower heats of hydrogenation than cumulated and isolated dienes, making them more stable. The enhanced stabilization of conjugated systems can be understood from their π molecular orbitals.
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...
9.5K
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
Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

2.9K
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous...
2.9K
Nomenclature of Aromatic Compounds with Multiple Substituents01:11

Nomenclature of Aromatic Compounds with Multiple Substituents

8.2K
When more than one substituent is present on the benzene ring, the IUPAC nomenclature depends on the number of substituents present.
For disubstituted benzene derivatives, with two groups attached to the benzene ring, three constitutional isomers are possible. For example, consider dimethyl benzene, often called xylene, where the second methyl group can be substituted at the second, third, or fourth carbon. The relative position of the substituents is represented by prefixes ortho, meta, or...
8.2K
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

You might also read

Related Articles

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

Sort by
Same author

An efficient hybrid CNN-transformer framework for real-time weapon detection and face recognition.

Frontiers in artificial intelligence·2026
Same author

Crystal structure, Hirshfeld surface analysis, DFT optimized mol-ecular structure and the mol-ecular docking studies of 1-[2-(cyano-sulfan-yl)acet-yl]-3-methyl-2,6-bis-(4-methyl-phen-yl)piperidin-4-one.

Acta crystallographica. Section E, Crystallographic communications·2024
Same author

Synthesis and crystal structure of (2<i>E</i>)-1-[3,5-bis-(benz-yloxy)phen-yl]-3-(4-eth-oxy-phen-yl)prop-2-en-1-one.

Acta crystallographica. Section E, Crystallographic communications·2024
Same author

Benzylidene-isophorone hybrids with strong anticancer activity.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy·2024
Same author

An Insight into the Present Pandemic Scenario (COVID-19) with Respect to Maxfac Speciality.

Journal of pharmacy & bioallied sciences·2024
Same author

Crystal structures of (12<i>E</i>)-12-(4-benzyl-idene)-7,7,16-trimethyl-3-(4-methyl-phen-yl)-1-oxa-16-aza-tetra-cyclo-[11.2.1.0<sup>2,11</sup>.0<sup>4,9</sup>]hexa-deca-2(11),4(9)-dien-5-one and (12<i>E</i>)-12-(4-bromo-benzyl-idene)-73-(4-bromo-phen-yl)-,7,16-trimethyl-10-oxa-16-aza-tetra-cyclo-[11.2.1.0<sup>2,11</sup>.0<sup>4,9</sup>]hexa-deca-2(11),4(9)-dien-5-one.

Acta crystallographica. Section E, Crystallographic communications·2023
Same journal

2-[(2,5-Di-methyl-phen-yl)amino]-quinoline-3-carb-oxy-lic acid.

IUCrData·2026
Same journal

20-Oxa-penta-cyclo-[15.2.1.0<sup>2,16</sup>.0<sup>3,8</sup>.0<sup>10,15</sup>]icosa-2(16),3,5,7,10(15),11,13,18-octaen-9-one.

IUCrData·2026
Same journal

(<i>E</i>)-4-Chloro-2-[(4-hy-droxy-3-meth-oxy-benzyl-idene)amino]-phenol.

IUCrData·2026
Same journal

Propyl 4-amino-benzoate.

IUCrData·2026
Same journal

1-(2,2-Di-phenyl-ethen-1-yl)tropylium perchlorate.

IUCrData·2026
Same journal

4-[4-(4-Chloro-1,2,5-thia-diazol-3-yl)phen-yl]morpholine.

IUCrData·2026
See all related articles

Related Experiment Video

Updated: Aug 22, 2025

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

2,6-Diphenyl-3-(prop-2-en-1-yl)piperidin-4-one.

V Manjula1, R Venkateswaramoorthi2, J Dharmaraja3

  • 1Department of Chemistry, Periyar University, Salem 636 011, India.

Iucrdata
|November 7, 2022
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a novel organic compound, C20H21NO. Molecular analysis reveals specific dihedral angles and a chair conformation in the piperidine ring, with C-H⋯π interactions forming dimers.

Keywords:
C—H⋯π inter­actionscrystal structurepiperidine derivative

More Related Videos

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
08:12

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

Published on: August 16, 2018

10.1K
Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

7.0K

Related Experiment Videos

Last Updated: Aug 22, 2025

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
A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
08:12

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

Published on: August 16, 2018

10.1K
Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

7.0K

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Molecular Structure Analysis

Background:

  • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • Crystal structure analysis provides precise data on molecular geometry, conformation, and intermolecular interactions.

Purpose of the Study:

  • To elucidate the crystal structure and molecular geometry of the title compound, C20H21NO.
  • To investigate the conformational preferences of the piperidine ring within the crystal lattice.
  • To identify and characterize intermolecular interactions governing crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular structure.
  • Crystallographic data were analyzed to obtain bond lengths, bond angles, and torsion angles.
  • Intermolecular interactions, such as C-H⋯π hydrogen bonds, were identified using appropriate software.

Main Results:

  • The crystal structure of C20H21NO was successfully determined.
  • A significant dihedral angle of 47.5(1)° was observed between the phenyl ring and another part of the molecule.
  • The piperidine ring was found to adopt a stable chair conformation.
  • Molecules were observed to form dimers through C-H⋯π interactions, with twofold symmetry.

Conclusions:

  • The crystal structure provides a detailed understanding of the molecular architecture of C20H21NO.
  • The observed conformation and intermolecular interactions offer insights into the solid-state behavior of this compound.
  • This structural information can serve as a foundation for further studies on related compounds and their applications.