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Rac-2-[(2-Chloro-phen-yl)(4-chloro-phen-yl)meth-yl]-1,3-dioxolane.

ABSTRACT: The title compound, C(16)H(14)Cl(2)O(2), is a chiral mitotane derivative that contains a dioxolane ring and crystallizes from methanol as a racemic mixture. It was obtained in high yield from mitotane and ethyl-eneglycol in alkaline medium, followed by neutralization with sulfuric acid and extraction with ethyl acetate. The mol-ecular structure is stabilized by an intra-molecular C- H? O hydrogen bond. The dihedral angle between the aromatic rings is 80.1?(2)°. The dioxolane ring adopts a puckered envelope conformation with an O atom as the flap.

SUBMITTER: Maluf DF 

PROVIDER: S-EPMC3393280 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

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rac-2-[(2-Chloro-phen-yl)(4-chloro-phen-yl)meth-yl]-1,3-dioxolane.

Maluf Daniela F DF   Dos Santos Sailer S SS   Gatto Claudia C CC   de Oliveira Brás H BH  

Acta crystallographica. Section E, Structure reports online 20120613 Pt 7

The title compound, C(16)H(14)Cl(2)O(2), is a chiral mitotane derivative that contains a dioxolane ring and crystallizes from methanol as a racemic mixture. It was obtained in high yield from mitotane and ethyl-eneglycol in alkaline medium, followed by neutralization with sulfuric acid and extraction with ethyl acetate. The mol-ecular structure is stabilized by an intra-molecular C- H⋯ O hydrogen bond. The dihedral angle between the aromatic rings is 80.1 (2)°. The dioxolane ring adopts a pucker  ...[more]

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