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Updated: Jun 1, 2026

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
2-(2,7-Dimeth-oxy-1-naphtho-yl)benzoic acid
Daichi Hijikata1, Kosuke Nakaema, Shoji Watanabe
1Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology, Koganei, Tokyo 184-8588, Japan.
Abstract:
In the title compound, C(20)H(16)O(5), the dihedral angle between the naphthalene ring system and the benzene ring is 67.43 (5)°. The bridging carbonyl C-C(=O)-C plane makes dihedral angles of 82.64 (6) and 41.79 (7)°, respectively, with the naphthalene ring system and the benzene ring. The dihedral angle between the carb-oxy O-C(=O)-C plane and the benzene ring is 36.38 (7)° and that between the bridging carbonyl C-C(=O)-C plane and the carb-oxy O-C(=O)-C plane is 51.88 (8)°. The crystal structure is stabilized by inter-molecular O-H⋯O and C-H⋯O hydrogen-bonding inter-actions. An intra-molecular C-H⋯O hydrogen bond occurs between a naphthalene H atom and the carbonyl O atom of the carb-oxy group.
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