1,3-dioxane

1,3-Dioxane

1,3-Dioxane

Chemical compound

1,3-Dioxane or m-dioxane is an organic compound with the molecular formula (CH2)4O2. 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.[1]

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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. [2] They can also be produced by the Prins reaction.[3]

1,3-Dioxolanes are five-membered rings with the formula (CH2)3O2.

See also

References

  1. [1]
    Surprenant, Kenneth S. (2000). "Dioxane". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a08_545. ISBN 3527306730.
  2. [2]
    Greene, Theodora W.; Wuts, Peter G. M. (1999). "1,3-Dioxanes, 1,3-Dioxolanes". Greene's Protective Groups in Organic Synthesis (3rd ed.). Wiley-Interscience. pp. 308–322, 724–727. ISBN 9780471160199. Archived from the original on December 7, 2016. Retrieved June 12, 2020.
  3. [3]
    Shriner, R. L.; Ruby, Philip R. (1953). "4-Phenyl-m-Dioxane". Organic Syntheses. 33: 72. doi:10.15227/orgsyn.033.0072.
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