DDT Polymorphism and the Lethality of Crystal Forms

Jingxiang Yang, C. T. Hu, Xiaolong Zhu, Qiang Zhu, Michael Ward, Bart Kahr

Research output: Contribution to journalArticle

Abstract

DDT (1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane), a contact insecticide with a rich and controversial history since its activity was discovered in 1939, has long been thought to be monomorphic. Herein we report the discovery and characterization of a second polymorph, designated FormII, which can be isolated as single crystals, but converts very slowly at room temperature to the form reported previously, now designated as FormI. Computations based on an evolutionary algorithm for crystal structure prediction revealed that FormsI and II are among the four lowest energy crystal structures of fifty calculated. A preliminary study of the contact insecticidal activity toward fruit flies (Drosophila melanogaster) indicates that Form II is more active, suggesting opportunities for more effective solid-state formulations that would allow reduced amounts of DDT, thereby minimizing environmental impact.

Original languageEnglish (US)
JournalAngewandte Chemie - International Edition
DOIs
StateAccepted/In press - 2017

Fingerprint

DDT
Polymorphism
Crystal structure
Crystals
Insecticides
Ethane
Fruits
Evolutionary algorithms
Environmental impact
Single crystals
Temperature

Keywords

  • Crystallography
  • DDT
  • Insecticides
  • Polymorphism

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

DDT Polymorphism and the Lethality of Crystal Forms. / Yang, Jingxiang; Hu, C. T.; Zhu, Xiaolong; Zhu, Qiang; Ward, Michael; Kahr, Bart.

In: Angewandte Chemie - International Edition, 2017.

Research output: Contribution to journalArticle

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