Related Experiment Video
Updated: Jun 1, 2026

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
5,5'-Dimeth-oxy-2,2'-[(nonane-1,9-diyldi-oxy)bis-(nitrilo-methyl-idyne)]diphenol
Abstract:
The mol-ecule of the title compound, C(25)H(34)N(2)O(6), adopts a fully extended configuration. The oxime (-CH=N-O-) group is coplanar with the aromatic ring and the two benzene rings are almost parallel, making a dihedral angle of 0.16 (3)°. In the crystal structure, strong intra-molecular O-H⋯N hydrogen bonds generate six-membered S(6) ring motifs. Inter-molecular C-H⋯O hydrogen bonds link each mol-ecule to five others, forming an infinite three-dimensional supra-molecular structure. The crystal is further stabilized by π-π stacking inter-actions between neighbouring benzene rings [centroid-centroid distance = 3.744 (2) Å].
Related Concept Videos
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Structure and Nomenclature of Alcohols and Phenols
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

