Synthesis of 14C-Labeled Isomers of Dichlorodiphenyldichloroethanes(DDD)

descriptionPublicationkeyboard_double_arrow_right Article 01 Oct 1966 English Publisher:Elsevier BVJournal:Journal of Pharmaceutical Sciences, volume 55, pages 1,012-1,015 (issn: 0022-3549,

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Authors: R.E. Counsell; Robert E. Willette;

doi: 10.1002/jps.2600551003

Synthesis of 14C-Labeled Isomers of Dichlorodiphenyldichloroethanes(DDD)

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Abstract

1,1-Dichloro-2-( o -chlorophenyl)-2-( p -chlorophenyl- 14 C)ethane( o , p ′-DDD- 14 C), 1,1-sichlora-2-( m -chlorophenyl)-2-( p -chlorophenyl- 14 C)ethne(m, P′-DDD- 14 C) and 1,1-dichloro-2,2-bis-( p -chlorophenyl- 14 C)ethane( p , p′-DDD- 14 C) were synthesized by acid catalyzed condensation of chlorobenzene- 14 C with excess 2,2-dichloro-l-( o -, m -, and p -chlorophenyl)ethanols. The carbinols were prepared in good yields by reverse addition of the chlorophenyl Grignard reagent to dichloroacetaldehyde. Purity was determined by thin-layer and gas chromatography. The I.R., U.V., and NMR spectra of these compounds are discussed.

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