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Related Concept Videos

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.
Carboxylic Acid Derivatives: Overview01:15

Carboxylic Acid Derivatives: Overview

Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic acid derivatives are:
Structures of Carboxylic Acid Derivatives01:28

Structures of Carboxylic Acid Derivatives

Structure of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
Amines to Amides: Acylation of Amines01:19

Amines to Amides: Acylation of Amines

Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction requires two equivalents of amines. The first amine molecule functions as a nucleophile and attacks the carbonyl carbon to produce a tetrahedral intermediate. This is followed by the loss of the leaving group and restoration of the C=O bond.
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
Amines to Sulfonamides: The Hinsberg Test01:23

Amines to Sulfonamides: The Hinsberg Test

The Hinsberg test is a method to identify primary, secondary and tertiary amines, named after its pioneer, Oscar Hinsberg. Here, amines are treated with benzenesulfonyl chloride, also known as the Hinsberg reagent, in the presence of an excess of aqueous base, followed by acidification. Based on the nature of the amines, different changes are observed.
Generally, a primary amine reacts with the Hinsberg reagent to produce an N-substituted benzenesulfonamide. The electron-withdrawing sulfonyl...

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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>'-[4-(piperidin-1-yl)benzyl-idene]aryl-sulfono-hydrazides.

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Crystal structure and Hirshfeld surface analysis of (<i>Z</i>)-4-chloro-<i>N</i>'-(4-oxo-thia-zol-idin-2-yl-idene)benzene-sulfono-hydrazide monohydrate.

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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: May 31, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
10:42

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

N-(2-Chloro-phenyl-sulfon-yl)acetamide.

K Shakuntala, Sabine Foro, B Thimme Gowda

    Acta Crystallographica. Section E, Structure Reports Online
    |July 15, 2011
    PubMed
    Summary

    This study details the crystal structure of C(8)H(8)ClNO(3)S, revealing two independent molecules with distinct torsion angles. Molecules are linked into chains via intermolecular hydrogen bonds in the crystal structure.

    Area of Science:

    • Crystallography
    • Chemical Physics

    Background:

    • Understanding molecular interactions and crystal packing is crucial in materials science and drug design.
    • The specific compound C(8)H(8)ClNO(3)S presents an interesting case for structural analysis due to its functional groups.

    Purpose of the Study:

    • To elucidate the crystal structure of C(8)H(8)ClNO(3)S.
    • To analyze the molecular conformation, including torsion and dihedral angles.
    • To investigate the intermolecular interactions within the crystal lattice.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the crystal structure.
    • Analysis of bond lengths, bond angles, torsion angles, and dihedral angles was performed.
    • Identification and analysis of intermolecular interactions, such as hydrogen bonds, were conducted.

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    Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
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    Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
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    Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

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

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    Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
    09:45

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

    Published on: April 27, 2017

    Main Results:

    • The asymmetric unit contains two independent molecules of C(8)H(8)ClNO(3)S.
    • Significant differences in C-S-N-C torsion angles (-71.7° and 61.2°) were observed between the independent molecules.
    • Dihedral angles between benzene rings and SO(2)-NH-CO-C segments ranged from 80.2° to 88.1°.
    • Intermolecular N-H⋯O hydrogen bonds were identified, forming chains along the b-axis.

    Conclusions:

    • The crystal structure of C(8)H(8)ClNO(3)S exhibits molecular polymorphism within the asymmetric unit.
    • The observed hydrogen bonding pattern dictates the supramolecular architecture in the solid state.
    • These findings contribute to the understanding of structure-property relationships in related chemical compounds.