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Updated: Jun 9, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
N-(3,5-Di-chloro-4-meth-oxy-phen-yl)acetamide
Rao M Uppu1, Sindhu V Bai1, Patrick F Mensah2
1Department of Environmental Toxicology Southern University and A&M College,Baton Rouge Louisiana 70813 USA.
Abstract:
The title compound, C9H9Cl2NO2, crystallizes in the triclinic space group P1 with six mol-ecules in the asymmetric unit. Structure determination at 100 K from a two-component twin crystal shows that the six crystallographically independent mol-ecules adopt closely similar conformations. The di-chloro-phenyl and acetamide planes form a dihedral angle of ca. 10.0° (mean of six mol-ecules), while the meth-oxy substituent is oriented nearly orthogonal to the aromatic ring (mean dihedral angle = 88.5°). In the extended structure, the mol-ecules are linked by N-H⋯O hydrogen bonds into infinite chains extending along [110], giving rise to three independent motifs of alternating mol-ecules (ABABAB⋯, CDCDCD⋯, and EFEFEF⋯). Numerous weak C-H⋯O and C-H⋯Cl hydrogen bonds consolidate the packing.
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