1,3-Dioxane

1,3-Dioxane-2D-skeletal.svg 100px 1,3-Dioxane Formaldehyde trimethylene acetal 505-22-6 208-005-1 JG8224000 10450 10018 1165 B2C8M17I09 102532 46924 1S/C4H8O2/c1-2-5-4-6-3-1/h1-4H2 VDFVNEFVBPFDSB-UHFFFAOYSA-N C1COCOC1 colorless liquid 4 8 2 −42 103 2 02 07 Danger 225 302 312 315 332 210 233 240 241 242 243 261 264 270 271 280 301+312 302+352 303+361+353 304+312 304+340 312 321 322 330 332+313 362 363 370+378 403+235 501 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.10.1002/14356007.a08_545 Dioxane Ullmann's Encyclopedia of Industrial Chemistry 2000 Surprenant Kenneth S. 3527306730 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. 1,3-Dioxanes, 1,3-Dioxolanes Theodora W. Greene Peter G. M. Wuts Greene's Protective Groups in Organic Synthesis 3rd Wiley-Interscience 1999 308–322, 724–727 https://www.organic-chemistry.org/protectivegroups/carbonyl/dioxanes-dioxolanes.htm June 12, 2020 9780471160199 December 7, 2016 live https://web.archive.org/web/20161207144346/http://www.organic-chemistry.org/protectivegroups/carbonyl/dioxanes-dioxolanes.htm They can also be produced by the Prins reaction.R. L. Shriner Philip R. Ruby 10.15227/orgsyn.033.0072 free 4-Phenyl-m-Dioxane Organic Syntheses 1953 33 72 Related compounds 1,3-Dioxolanes are five-membered rings with the formula (CH2)3O2. See also 1,2-Dioxane 1,4-Dioxane Dithiane References Category:Dioxanes