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Three-Membered Heterocycles

  • Chapter
Heterocyclic Chemistry

Abstract

Three-membered heterocycles are strained molecules because of the bond angle distortion. These heterocycles have high energy contents relative to their acyclic isomers. Three-membered heterocycles generally have shorter C-C bonds than in cyclopropane (thiirane being an exception). The C-X-C bond angles (X = hetero-atom) in oxiranes and aziridines are very close to 60° and the peripheral H-C-H bond angles are near to 118°. In unsaturated three-membered heterocycles, the introduction of the double bond further enhances angle distortion and this inevitably increases the ring strain.

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  1. Department of Chemistry, University of Rajasthan, 302004, Jaipur, India

    Prof. Radha Raman Gupta, Dr. Mahendra Kumar & Dr. Vandana Gupta

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Gupta, R.R., Kumar, M., Gupta, V. (1998). Three-Membered Heterocycles. In: Heterocyclic Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-72276-9_6

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