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Updated: Jun 5, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
2-Chloro-N-(2,6-dimethyl-phen-yl)acetamide.
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
The crystal structure of 2,6-dimethyl-N-(phenyl)acetamide derivative (26DMPCA) was determined. Molecules form chains via N-H⋯O hydrogen bonding, showing structural similarity to related compounds.
Area of Science:
- Crystallography
- Chemical Physics
- Molecular Structure
Background:
- The study investigates the crystal structure of a specific N-acylated aniline derivative.
- Understanding molecular packing and intermolecular interactions is crucial in solid-state chemistry.
Purpose of the Study:
- To elucidate the crystal structure of 2,6-dimethyl-N-(phenyl)acetamide derivative (26DMPCA).
- To compare the structural features of 26DMPCA with related N-acylated anilines.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond parameters and intermolecular interactions, specifically hydrogen bonding.
Main Results:
- The crystal structure of 26DMPCA (C(10)H(12)ClNO) was successfully determined.
- Molecules are arranged in chains through N-H⋯O hydrogen bonding.
- The structure exhibits close relationships to other N-(2,6-dimethyl-phenyl)acetamide derivatives, with minor variations in bond parameters.
Conclusions:
- The crystal structure of 26DMPCA is characterized by N-H⋯O hydrogen bonding, leading to chain formation.
- Structural similarities and differences were observed when compared to related compounds, providing insights into structure-property relationships.
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01:11Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
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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.
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.
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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...
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
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01:07Acid 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.
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