Related Experiment Videos

4,5-Diaza-9H-fluoren-9-imine

Hui Cang, Jin-Xiu Ji, Si-Qing Wang

    Acta Crystallographica. Section E, Structure Reports Online
    |May 19, 2011
    PubMed
    Summary

    The crystal structure of C(11)H(7)N(3) reveals nearly planar diaza-fluorene rings. Molecules form sheets via hydrogen bonds and are stacked by pi-pi interactions, indicating ordered crystal packing.

    Related Concept Videos

    Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

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

    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...
    2.3K
    Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene01:13

    Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

    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.
    7.2K
    Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

    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...
    3.5K
    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.
    3.2K
    1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism01:37

    1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism

    Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.
    4.6K
    Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview01:07

    Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

    In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
    3.5K