Synthesis, Purity Check, Hydrolysis and Removal of <i>o</i>-Chlorobenzyliden Malononitrile (CBM) by Biological Selective Media

Abstract

The removal yield of organic substances present in water depends on the environmental conditions, on the chemical composition of the water and on the chemical substance dissolved in the water, which constitutes the substrate of the metabolic activities of the microalgae that use these substances in the biochemical reactions of cellular enzyme complexes. o-Chlorobenzylidene malononitrile (CS, to use its military designation) was synthesized in-house, for research purposes, by a condensing reaction between o-chlorobenzaldehide and malononitrilein the presence of diethylamine. The detection, identification and confirmation of o-chlorobenzylidenemalononitrile (coded CBM in this experimental study) was performed using gas chromatography–mass spectrometry (GC-MS) and the purity of CBM was 99%. The biodegradation capacity in the samples that contained the biological suspension, after 24 h and 96 h of incubation, was determined via GC-MS analysis, and no evidence of the presence of CBM or some metabolites of CBM was detected. In the parallel samples, a hydrolysis process of CBM at room temperature, without biological treatment, revealed two main metabolites, malononitrile and o-chlorobenzaldehyde, respectively. This study is focused on evaluating the biodegradation capacity of o-chlorobenzylidene malononitrile in the presence of a biological material, culture of Chlorella sp., in comparison with a classical hydrolysis process. The tests performed indicate that the suspension of Chlorella sp. consumed the entire amount of CBM and metabolites from the analyzed samples. The tests prove that the biological material can be used to decontaminate the affected areas.

Keywords

• <i>o</i>-chlorobenzylidene malononitrile
• biological media
• hydrolysis
• biodegradation capacity
• GC-MS
• FTIR