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Related Concept Videos

Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

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 with both...
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Nitrosation of Enols

The nitrosation reaction is one of the methods of preparing 1,2-diketones. The enol tautomer of the starting ketone reacts with sodium nitrite in hydrochloric acid, generating the 1,2-diketone after hydrolysis.
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles01:11

Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles

Naming Amides
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
Structure of Conjugated Dienes01:16

Structure of Conjugated Dienes

Introduction
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...
Thermal Electrocyclic Reactions: Stereochemistry01:17

Thermal Electrocyclic Reactions: Stereochemistry

The stereochemistry of electrocyclic reactions is strongly influenced by the orbital symmetry of the polyene HOMO. Under thermal conditions, the reaction proceeds via the ground-state HOMO.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.

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Related Experiment Video

Updated: Jun 1, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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(E)-N'-[(E)-2-Methyl-pent-2-enyl-idene]isonicotinohydrazide.

H S Naveenkumar, Amirin Sadikun, Pazilah Ibrahim

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary

    This study details the crystal structure of a Schiff base compound, C(12)H(15)N(3)O. The structure reveals two independent molecules with E configurations, linked by hydrogen bonds into a 3D network.

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    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Supramolecular Chemistry

    Background:

    • Schiff bases are versatile organic compounds with diverse applications.
    • Understanding the solid-state structure of Schiff bases is crucial for predicting their properties and reactivity.
    • The title compound, C(12)H(15)N(3)O, was synthesized and characterized.

    Purpose of the Study:

    • To determine the crystal structure of the Schiff base compound C(12)H(15)N(3)O.
    • To analyze the molecular conformation and intermolecular interactions within the crystal lattice.
    • To investigate the role of hydrogen bonding in the self-assembly of the Schiff base.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to elucidate the crystal structure.
    • The crystal structure was solved and refined using standard crystallographic software.
    • Analysis of intermolecular interactions, including hydrogen bonds, was performed.

    Main Results:

    • The asymmetric unit contains two crystallographically independent molecules of C(12)H(15)N(3)O.
    • Both independent molecules adopt an E configuration around the C=N double bond.
    • Intermolecular N-H⋯N and C-H⋯O hydrogen bonds were identified, forming a three-dimensional network.

    Conclusions:

    • The crystal structure of the Schiff base C(12)H(15)N(3)O has been successfully determined.
    • The observed hydrogen bonding network plays a significant role in stabilizing the crystal structure.
    • This structural information provides insights into the solid-state behavior of this class of compounds.