Related Experiment Video

Updated: Jun 5, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
08:43

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Published on: January 19, 2016

Ethyl 3-nitro-4-(propyl-amino)benzoate

Siti Marina Mohd Maidin, Aisyah Saad Abdul Rahim, Shafida Abdul Hamid

    Acta Crystallographica. Section E, Structure Reports Online
    |January 5, 2011
    PubMed

    More Related Videos

    Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly09:34

    Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

    Published on: February 6, 2020

    Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase11:01

    Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase

    Published on: November 23, 2016

    Related Concept Videos

    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.
    2° Amines to N-Nitrosamines: Reaction with NaNO201:20

    2° Amines to N-Nitrosamines: Reaction with NaNO2

    Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
    meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H01:13

    meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H

    All meta-directing substituents are deactivating groups. These substituents withdraw electrons from the aromatic ring, making the ring less reactive toward electrophilic substitution. For example, the nitration of nitrobenzene is 100,000 times slower than that of benzene because of the deactivating effect of the nitro group. The first step in an electrophilic aromatic substitution is the addition of an electrophile to form a resonance-stabilized carbocation. The energy diagrams for the...
    Nucleophilic Aromatic Substitution: Elimination–Addition01:11

    Nucleophilic Aromatic Substitution: Elimination–Addition

    Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is confirmed through isotopic...
    NMR Spectroscopy of Benzene Derivatives01:37

    NMR Spectroscopy of Benzene Derivatives

    Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling constants depend...
    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.