2 H -oxet

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Structural formula
Structure of 2H-Oxet
General
Surname 2 H -oxet
other names

Oxacyclobutene

Molecular formula C 3 H 4 O
External identifiers / databases
CAS number 287-25-2
PubChem 11970569
ChemSpider 10143952
Wikidata Q220246
properties
Molar mass 56.06 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2 H -Oxet belongs to the group of heterocyclic chemical compounds . It is the simplest stable oxygen-containing unsaturated four-membered heterocycle . Formally, it is derived from the structure of cyclobutene , in which a carbon atom has been replaced by an oxygen atom.

Extraction and presentation

2 H -oxet can be synthesized by a photochemical cyclization of acrolein .

Synthesis of 2H-Oxet

Reactions

By reduction with molecular hydrogen on palladium - activated carbon - catalyst 2 can be H -Oxet to the saturated oxetane reduces be.

It usually reacts with nucleophiles to open the ring, which reduces the high ring tension .

Even at room temperature, Oxet slowly converts to acrolein with ring opening.

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ O. Kikuchi in: A classification of the photochemical electrocyclic reactions of heteroatom conjugated systems Tetrahedron Lett. 1981, 22, 9, 859-862, doi: 10.1016 / 0040-4039 (81) 80015-9 .
  3. ↑ a b P. C. Martino, PB Shevlin: Oxetene: synthesis and energetics of electrocyclic ring opening. J. Am. Chem. Soc. 1980, 102, 16, 5429-5430, doi: 10.1021 / ja00536a069 .