DDT Polymorphism and the Lethality of Crystal Forms

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

doi:10.1002/ange.201703028

DDT Polymorphism and the Lethality of Crystal Forms

Journal Article · Tue Jun 13 00:00:00 EDT 2017 · Angewandte Chemie

DOI:https://doi.org/10.1002/ange.201703028· OSTI ID:1374466

Yang, Jingxiang ^[1]; ^[2]; Zhu, Xiaolong ^[2]; ^[3]; ^[2]; ^[4]

Department of Chemistry and Molecular Design Institute New York University 100 Washington Square East, Room 1001 New York City NY 10009 USA, School of Chemical Engineering and Technology Tianjin University Tianjin 300072 P.R. China
Department of Chemistry and Molecular Design Institute New York University 100 Washington Square East, Room 1001 New York City NY 10009 USA
Department of Physics and Astronomy, High Pressure Science and Engineering Center University of Nevada Las Vegas NV 89154 USA
Department of Chemistry and Molecular Design Institute New York University 100 Washington Square East, Room 1001 New York City NY 10009 USA, Department of Advanced Science and Engineering (TWins) Waseda University 162-0056 Tokyo Japan

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 Form II, which can be isolated as single crystals, but converts very slowly at room temperature to the form reported previously, now designated as Form I. Computations based on an evolutionary algorithm for crystal structure prediction revealed that Forms I 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.

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

Grant/Contract Number:: NONE; NA0001982

OSTI ID:: 1374466

Journal Information:: Angewandte Chemie, Journal Name: Angewandte Chemie Journal Issue: 34 Vol. 129; ISSN 0044-8249

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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