13312-58-8

Usage

Type of Compound

Breakdown product of the pesticide DDT

Persistence in Environment

DDE has been found to persist in the environment due to its resistance to degradation

Accumulation in Organisms

DDE accumulates in organisms

Classification

Persistent organic pollutant

Negative Effects on Living Organisms

Disrupting the endocrine system and causing reproductive and developmental impairments

Environmental and Health Impact

Considered harmful to the environment and human health

Legal Status

Banned in many countries due to its harmful effects

InChI:InChI=1/C14H11Cl3/c15-9-13(10-5-7-11(16)8-6-10)12-3-1-2-4-14(12)17/h1-8,13H,9H2

Upstream product

• 92291-62-8 2-<2-Chlor-phenyl>-2-<4-chlor-phenyl>-aethanol 
• 789-02-6 o,p'-DDT 
• 53-19-0 1,1-dichloro-2-(o-chlorophenyl)-2-(p-chlorophenyl)ethane 

Relevant academic research and scientific papers

Rh(iii)-Catalysed solvent-free hydrodehalogenation of alkyl halides by tertiary silanes

Efficient catalytic reduction of CDCl3 and other alkyl halides, including persistent organic pollutants, by different tertiary silanes using the unsaturated silyl-hydrido-Rh(iii) complex {Rh(H)[SiMe2(o-C6H4SMe)](PPh3)2}[BArF4] as a pre-catalyst is accomplished. The reactions are performed in a solvent-free manner. On account of experimental evidence, a simplified catalytic cycle is suggested for the hydrodehalogenation of CDCl3.

Isomer-selective and enantiomerselective determination of DDT and related compounds using chiral high-resolution gas chromatography/mass spectrometry and chiral high-performance liquid chromatography

The composition of technical DDT was investigated using achiral and chiral high-resolution gas chromatography (HRGC) and electron-ionization mass spectrometry (EIMS). 2,4′-DDT and 2,4′-DDD, two important components of technical DDT, were enantiomerically resolved by chiral HRGC with silylated β-cyclodextrin and by chiral high-performance chromatography (HPLC) with permethylated γ-cyclodextrin as chiral selectors. The (+)- and (-)- enantiomers were assigned by chiral HPLC using chiroptical measurements. Enantiopure isolates were then used to identify these enantiomers in chiral HRGC analyses. Previous data indicated (+)- and (-)-2,4′-DDT to have S- and R-configuration, respectively, but the absolute configurations for (+)- and (-)-2,4′-DDD were hitherto unknown. They were now assigned via the reductive dechlorination of the individual 2,4′-DDT enantiomers which proceeded stereoselectively to the corresponding 2,4′-DDD enantiomers. The results showed (+)- and (-)-2,4′-DDD to have R- and S-configuration, respectively. The enantiomers of 2,4′-DDD thus have reversed signs of rotation for polarized light compared to the enantiomers of 2,4′-DDT with the same configuration. The enantiomer resolution of several additional chiral compounds in technical DDT is reported; enantiomeric ratios of ≈1.0 indicated all chiral compounds to be present as racemates in the technical and in the synthetic reference materials. We report the first enantioselective determinations of technical DDT; the methods presented should also be applicable to the analysis of environmental and biological samples.