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Updated: May 22, 2026

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
2-Amino-4-nitro-phenol-1-(2,4,6-trihy-droxy-phen-yl)ethanone (1/1)
Abstract:
In the title compound, C(6)H(6)N(2)O(3)·C(8)H(8)O(4), the 2-amino-4-nitro-phenol (ANP) and 1-(2,4,6-trihy-droxy-phen-yl)ethanone (THA) mol-ecules are both nearly planar, with r.m.s. deviations of 0.0630 and 0.0313 Å, respectively. The angle between the least-squares planes of THA and ANP is 48.99 (2)°. In THA, an intra-molecular O-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, N-H⋯O, O-H⋯O and O-H⋯N hydrogen bonds lead to the formation of a three-dimensional network. There are also inter-molecular π-π inter-actions between the benzene rings of ANP-ANP and of THA-THA mol-ecules, with centroid-centroid distances of 3.5313 (14) and 3.8440 (16) Å, respectively. Weak C-O⋯π and N-O⋯π inter-actions also occur.
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