Abstract
It is shown that the direction of chlorination of 1,3-dioxolan-4-ones in the presence of benzoyl peroxide is determined by the nature of the substituent at the 5-position of the ring. In this case a chloromethyl group, having a —I effect, promotes a selective replacement of hydrogen at the 2-position, while a methyl group mainly causes replacement of hydrogen at the 5-position.
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Literature cited
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Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 187–189, February, 1986.
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Likhterov, V.R., Étlis, V.S. Chlorination of 1,3-dioxolan-4-ones. Chem Heterocycl Compd 22, 145–147 (1986). https://doi.org/10.1007/BF00519932
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DOI: https://doi.org/10.1007/BF00519932