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Updated: Jun 1, 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-isopropyl-N-phenyl-acetamide
Summary
The herbicide propachlor exhibits distinct N-C bond lengths, suggesting π delocalization within its carbonyl group. This structural analysis provides insights into the chemical properties of propachlor.
Area of Science:
- Chemical Crystallography
- Organic Chemistry
Background:
- Propachlor is a widely used herbicide.
- Understanding the molecular structure of herbicides is crucial for assessing their environmental fate and efficacy.
Purpose of the Study:
- To elucidate the detailed molecular structure of the herbicide propachlor.
- To investigate the electronic properties, specifically π delocalization, within the propachlor molecule through its N-C bond lengths.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of propachlor.
- Analysis of the N-C bond lengths and atomic positions provided insights into electronic distribution.
Main Results:
- Significant variations were observed in the three N-C bond lengths: N-C(carbonyl) at 1.354(3) Å, N-C(phenyl) at 1.444(2) Å, and N-C(isopropyl) at 1.496(3) Å.
- The nitrogen atom was found to be slightly displaced (0.074(2) Å) from the plane of its three bonded carbon atoms.
- These findings indicate the presence of π delocalization involving the carbonyl group.
Conclusions:
- The structural analysis of propachlor reveals significant electronic delocalization associated with the carbonyl group.
- The observed N-C bond length differences are indicative of partial double bond character, influencing the molecule's reactivity and properties.
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