Related Experiment Video
Updated: Jun 1, 2026

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
Diallyl 5-[(4-hexyl-oxyphen-yl)imino-meth-yl]-m-phenyl-ene dicarbonate
Abstract:
The title mol-ecule, C(27)H(31)NO(7), an imine derivative bearing both carbonate and allyl functionalities, was synthesized in the hope of obtaining a mesogenic polymerizable material. The allyl-carbonate arms are fully disordered over two sets of sites, reflecting a large degree of rotational freedom about σ bonds [occupancies: 0.665 (9)/0.335 (9) for one substituent, 0.564 (9)/0.436 (9) for the other]. In contrast, the hexyl chain is ordered, and presents the common all-trans extended conformation. The benzene rings connected via the imine group make a dihedral angle of 9.64 (11)°. In the crystal, the Y-shaped mol-ecules are weakly associated into centrosymmetric dimers through pairs of C-H⋯O(hex-yl) contacts. The resulting layers of dimers, approximately parallel to (25), are closely packed in the crystal, allowing π⋯π inter-actions between benzene rings of neighboring layers: the separation between the centroid of the benzene ring substituted by allyl-carbonate and the centroid of the benzene ring bearing the hex-yloxy group in the adjacent layer is 3.895 (1) Å.
More Related Videos
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
11:45Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Related Concept Videos
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
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.
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry