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1,3-Dioxane

1,3-Dioxane or m-dioxane is an organic compound with the molecular formula . It is a saturated six-membered heterocycle with two oxygen atoms in place of carbon atoms at the 1- and 3- positions. 1,4-Dioxane, which is of greater commercial value, is an isomer. Both dioxanes are colorless liquids.

Preparation and derivatives

The parent 1,3-dioxane is prepared by the reaction of formaldehyde and 1,3-propanediol in the presence of Brönsted or Lewis acid catalysts.

Substituted derivatives can be used as protecting groups for carbonyl compounds. are prepared from the reaction between a ketone or an aldehyde with 1,3-diols. They can also be produced by the Prins reaction.

References

References

  1. (2000). "Ullmann's Encyclopedia of Industrial Chemistry".
  2. (1999). "Greene's Protective Groups in Organic Synthesis". [[Wiley-Interscience]].
  3. (1953). "4-Phenyl-m-Dioxane". Organic Syntheses.
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