91820-76-7

Usage

Structure

Bicyclic
Consists of two inter-connected carbon rings in its molecular structure.

Chlorine content

Hexachloro (six chlorine atoms)
Contains six chlorine atoms as part of its molecular structure.

Substituent

5-hexyl group
A hexyl group is attached to the fifth carbon atom in the bicyclic structure.

Classification

Chlorinated hydrocarbon
Belongs to a class of compounds that contain carbon and chlorine atoms.

Usage

Pesticide
Utilized as a pesticide due to its strong insecticidal properties.

Effectiveness

Controls a wide range of pests
Effective in combating and controlling various types of pests.

Persistency and environmental impact

Regulated and restricted
Its persistency and potential negative effects on the environment lead to regulated and restricted use in many countries.

Health and environmental concerns

Persistent organic pollutant
Studies have shown that 1,2,3,4,7,7-hexachloro-5-hexylbicyclo[2.2.1]hept-2-ene can be harmful to human health and the environment, making it a persistent organic pollutant.

Upstream product

• 111-66-0 oct-1-ene 
• 77-47-4 hexachlorocyclopentadiene 

Relevant academic research and scientific papers

Etude de l'influence de la pression dans les cycloadditions a caractere electronique inverse. Considerations a propos de leur mecanisme

The pressure effect on the reaction rate, which yields the activation volume ΔV(excit.), has been investigated in the inverse Diels-Alder reactions of hexachlorocyclopentadiene with mono- and multisubstituted alkenes. ΔV(excit.) was compared to the corresponding reaction volume in order to determine whether steric effects or electronic effects might influence the concerted character of the reaction.The values for the ratio ΔV(excit.)/ are comprised between 0.80 and unity, on which basis we conclude that the process is mainly concerted.However, partial interference of a stepwise mechanism cannot be formally excluded, for the crowding of the transition state possibly allows a shifting of the activated complex along the reaction coordinate according to the Hammond postulate and may therefore influence the ΔV(excit.)/ value.However, on the basis of the high negative ΔV(excit.) values, especially in the reactions involving vicinal or geminal substituents located on the double bond of the dienophile, the mechanism is assumed to be rather concerted.Alteration of the electronic complementarity of the diene-dienophile pair does not permit, on the basis of the activation volume, to conclude to a weakening of the concerted character.