Synthesis of Chlorinated Bicyclic Adduct as Biocids for Sulfate-Reducing Bacteria

Mona A. Youssif, Nahla A. Mansour, Azza M. Mazrouaa, Mohamed A. Shenashen

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DOI: 10.4236/ijoc.2011.14033                

Abstract

Synthesis of bicyclic systems containing chlorine atoms, and/or ether groups in aromatic rings can be con- sidered as an important method for building bicyclic system and production of new adducts. One of the most important types in the cycloaddition reaction is the Diels-Alder reaction (1,4 cycloaddition). In the present investigation a new ether of allylic type (dienophile) p-allyl bromo phenol was prepared and its structure was confirmed by molecular weight determination, refractive index, infrared spectra, and density. A new adduct was obtained by means of 1,4 cycloaddition reaction of hexachlorocyclopentadiene (HCP) and the new pre- pared dienophile. The reaction takes place without using solvent, catalysts, or elimination of any compound. The effect of variations in temperature, initial molar ratio and reaction duration were studied to determine the optimum conditions of the reaction. The optimum conditions reached were reaction temperature recorded 140?C, initial molar ratio diene: dienophile was 3:1 and the reaction duration time reached 6 h. Under these optimum conditions the maximum yield was 78%. The new adduct revealed very high biological effect as sulfate-reducing bacteria (SRB).

Keywords

1, 4 Cycloaddition, Hexachlorocyclopentadiene, Adduct and Sulfate-Reducing Bacteria (SRB)

Conflicts of Interest

The authors declare no conflicts of interest.

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