Related Experiment Video
Updated: Aug 3, 2026

Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties
Published on: January 8, 2016
1,2,4,5-tetrakis(2-vinylpyridyl)-benzene-dichloromethane (1/2)
Brian T Holmes1, Clifford W Padgett, William T Pennington
1Clemson University, Chemistry Department, HL Hunter Research Laboratories, Clemson, SC 29634-0973, USA.
Abstract:
The title compound, C(34)H(26)N(4) x 2CH(2)Cl(2), lies about an inversion center. The solvent molecules interact with the benzene molecule both through C-H...N hydrogen bonding to span pyridine N atoms of adjacent vinyl groups, possibly stabilizing the rotational conformation observed, and through a pi interaction between a dichloromethane Cl atom and a pyridyl ring C-C bond of a c-glide-related molecule. The benzene molecules form stacks along the a axis such that two of the four olefin groups are properly oriented for photoreactivity (2+2 cyclodimerization).
Related Concept Videos
Halogenation of Alkenes
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
Preparation and Reactions of Sulfides
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene

