1,3-Dioxane

From Wikipedia, the free encyclopedia
(Redirected from Meta-dioxane)
Jump to navigation Jump to search
1,3-Dioxane
File:1,3-Dioxane-2D-skeletal.svg
Names
Preferred IUPAC name
1,3-Dioxane
Other names
Formaldehyde trimethylene acetal
Identifiers
3D model (JSmol)
102532
ChEBI
ChemSpider
ECHA InfoCard Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number
  • 208-005-1
E number Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
RTECS number
  • JG8224000
UNII
UN number 1165
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C4H8O2/c1-2-5-4-6-3-1/h1-4H2
    Key: VDFVNEFVBPFDSB-UHFFFAOYSA-N
  • C1COCOC1
Properties
C4H8O2
Molar mass 88.106 g·mol−1
Appearance colorless liquid
Melting point −42 °C (−44 °F; 231 K)
Boiling point 103 °C (217 °F; 376 K)
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Danger
H225, H302, H312, H315, H332
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P312, P321, P322, P330, P332+P313, P362, P363, P370+P378, P403+P235, P501
Flash point 2 °C (36 °F; 275 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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]

Preparation and derivatives

[edit | edit source]

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]

[edit | edit source]

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

See also

[edit | edit source]

References

[edit | edit source]
  1. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  2. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  3. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).