Related Experiment Video
Updated: Aug 15, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
(E)-2-{[4-(Di-methyl-amino)-benzyl-idene]amino}-5-nitro-phenol
Yousef Hijji1, Ray J Butcher2, Jerry P Jasinski3
1Chemistry Department, Morgan State University, 1700 East Cold Spring Lane, Baltimore, MD 21251, USA.
Abstract:
The title Schiff base compound, C15H15N3O3, crystallizes with two mol-ecules (A and B) in the asymmetric unit. Each mol-ecule adopts an E conformation around the C= N imine bond. The two mol-ecules have minor differences in their conformations. In mol-ecule A, the dihedral angle between the nitro group and its benzene ring is 2.1 (2)° and that between the two benzene rings is 0.88 (7)°, while the corresponding angles for mol-ecule B are 5.7 (1) and 2.45 (6)°, respectively. In each mol-ecule, there is an intra-molecular O-H⋯N hydrogen bond. In the crystal, inversion-related mol-ecules are linked via O-H⋯O hydrogen bonds forming A-A and B-B dimers. These dimers are linked via C-H⋯O hydrogen bonds involving the nitro O atoms, forming A-A-A and B-B-B slabs that lie parallel to one another and to (010).
More Related Videos
Related Concept Videos
Electrophilic Aromatic Substitution: Nitration of Benzene
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
Nomenclature of Primary Amines
2° Amines to N-Nitrosamines: Reaction with NaNO2
Diazonium Group Substitution: –OH and –H
NMR Spectroscopy of Benzene Derivatives

