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Related Concept Videos

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
Electrophilic Aromatic Substitution: Nitration of Benzene01:20

Electrophilic Aromatic Substitution: Nitration of Benzene

The nitration of benzene is an example of an electrophilic aromatic substitution reaction. It involves the formation of a very powerful electrophile, the nitronium ion, which is linear in shape. The reaction occurs through the interaction of two strong acids, sulfuric and nitric acid.
Diazonium Group Substitution: –OH and –H01:19

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.
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...
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism01:18

Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism

Birch reduction uses solvated electrons as reducing agents. The reaction converts benzene to 1,4-cyclohexadiene. The reaction proceeds by the transfer of a single electron to the ring to form a benzene radical anion. This anion is highly basic—it abstracts a proton from the alcohol to form a cyclohexadienyl radical. Another single electron transfer gives the cyclohexadienyl anion. A proton transfer from the alcohol forms 1,4-cyclohexadiene. Since this reduction occurs via radical anion...
Nomenclature of Aromatic Compounds with Multiple Substituents01:11

Nomenclature of Aromatic Compounds with Multiple Substituents

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...

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{4,4',6,6'-Tetrachloro-2,2'-[2,2-dimethyl-propane-1,3-diylbis(nitrilo-methanylyl-idene)]diphenolato}dioxidomolyb-denum(VI).

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Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties
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Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties

Published on: January 8, 2016

4,4'-[Ethylenebis(nitrilomethylidyne)]dibenzonitrile.

Reza Kia, Hoong-Kun Fun, Hadi Kargar

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

    This study details the crystal structure of a Schiff base compound, C(18)H(14)N(4). It reveals specific molecular arrangements and intermolecular interactions, including hydrogen bonds and a notable short carbon-carbon interaction.

    Area of Science:

    • Crystal engineering
    • Supramolecular chemistry
    • Organic chemistry

    Background:

    • Schiff base compounds are versatile organic molecules with diverse applications.
    • Understanding their solid-state structure is crucial for designing new materials.
    • Crystallographic studies provide detailed insights into molecular packing and intermolecular forces.

    Purpose of the Study:

    • To elucidate the crystal structure of the Schiff base compound C(18)H(14)N(4).
    • To analyze the molecular geometry, including bond configurations and planarity.
    • To investigate the intermolecular interactions governing crystal packing.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the crystal structure.
    • Analysis of the crystal structure involved identifying bond lengths, bond angles, and intermolecular contacts.

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  • Crystallographic symmetry elements and hydrogen bonding patterns were examined.

    • Main Results:

    • The Schiff base molecule C(18)H(14)N(4) crystallizes with the molecule lying across a crystallographic inversion center.
    • An E configuration was observed for the azomethine (C=N) bonds, with imino groups coplanar to aromatic rings.
    • Intermolecular C-H⋯N hydrogen bonds formed centrosymmetric dimers, and a short C⋯C interaction (3.3821 Å) was identified.

    Conclusions:

    • The crystal structure of C(18)H(14)N(4) is characterized by specific molecular symmetry and planarity.
    • Intermolecular hydrogen bonding plays a significant role in the formation of dimers.
    • The observed short C⋯C interaction suggests potential for novel intermolecular forces in Schiff base crystals.