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Related Concept Videos

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.
Nomenclature of Aromatic Compounds with a Single Substituent01:23

Nomenclature of Aromatic Compounds with a Single Substituent

Benzene is the simplest aromatic hydrocarbon or arene. The IUPAC names for simple monosubstituted benzene derivatives are derived by adding the substituent's name as a prefix to the parent benzene. For example, halobenzene, where the halogen could be fluoro (F), chloro (Cl), bromo (Br), and iodo (I).
Nomenclature of Primary Amines01:17

Nomenclature of Primary Amines

Primary, secondary, and tertiary amines are compounds consisting of one, two, and three alkyl groups connected to the amino group (–NH2), respectively. As depicted in Figure 1, the common name of the primary amines is obtained by adding the suffix -amine to the alkyl substituent attached to the amino group as the corresponding alkylamine.
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...
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...
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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Crystal structure and Hirshfeld surface analysis of two (<i>E</i>)-<i>N</i>'-(<i>para</i>-substituted benzyl-idene) 4-chloro-benzene-sulfono-hydrazides.

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Crystal structure and Hirshfeld surface analysis of (<i>E</i>)-<i>N</i>'-benzyl-idene-4-chloro-benzene-sulfono-hydrazide and of its (<i>E</i>)-4-chloro-<i>N</i>'-(<i>ortho</i>- and <i>para</i>-methyl-benzyl-idene)benzene-sulfono-hydrazide derivatives.

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Related Experiment Video

Updated: Jun 5, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
11:01

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

Published on: November 23, 2016

N-(3,4-Dimethyl-phen-yl)benzamide.

B Thimme Gowda, Miroslav Tokarčík, Jozef Kožíšek

    Acta Crystallographica. Section E, Structure Reports Online
    |January 5, 2011
    PubMed
    Summary
    This summary is machine-generated.

    The NH bond conformation in N-(3,4-dimethylphenyl)benzamide (N34DMPBA) is anti to the meta-methyl group. Molecules form column-like structures via hydrogen bonds, similar to related benzanilides.

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    Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

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    Area of Science:

    • Organic Chemistry
    • Crystallography

    Background:

    • Benzanilides are an important class of organic compounds with diverse applications.
    • Understanding the conformational preferences and crystal packing of benzanilides is crucial for structure-activity relationship studies.

    Purpose of the Study:

    • To determine the molecular structure and hydrogen bonding patterns of N-(3,4-dimethylphenyl)benzamide (N34DMPBA).
    • To compare the conformation of N34DMPBA with related benzanilides and acetamides.

    Main Methods:

    • Single crystal X-ray diffraction analysis was performed to elucidate the crystal structure of N34DMPBA.
    • Bond parameters and intermolecular interactions were analyzed.

    Main Results:

    • The NH bond in N34DMPBA adopts an anti conformation relative to the meta-methyl substituent on the aniline ring.
    • The crystal structure reveals column-like packing along the a-axis facilitated by N-H⋯O hydrogen bonds.
    • Bond parameters are comparable to those in N-(3,4-dichlorophenyl)benzamide (N34DCPBA) and other benzanilides.

    Conclusions:

    • The anti conformation of the NH bond in N34DMPBA is influenced by the meta-methyl substituent.
    • Intermolecular hydrogen bonding plays a significant role in the crystal packing of N34DMPBA.
    • Structural similarities exist between N34DMPBA and N34DCPBA, suggesting common packing motifs in substituted benzanilides.