|Preferred IUPAC name
3D model (JSmol)
|Molar mass||58.08 g/mol|
|Boiling point||49 to 50 °C (120 to 122 °F; 322 to 323 K)|
Refractive index (nD)
|1.3895 at 25°C|
|GHS signal word||Danger|
|H225, H302, H312, H332|
|P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+312, P302+352, P303+361+353, P304+312, P304+340, P312, P322, P330, P363, P370+378, P403+235, P501|
|Flash point||−28.3 °C; −19.0 °F; 244.8 K (NTP, 1992)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
The term oxetane may also refer more generally to any organic compound containing an oxetane ring.
Yield of oxetane made this way is c. 40%, as the synthesis can lead to a variety of by-products.
Other possible reactions to form oxetane ring is the Paternò–Büchi reaction. The oxetane ring can also be formed through diol cyclization as well as through decarboxylation of a six-membered cyclic carbonate.
Paclitaxel (Taxol) is an example of a natural product containing an oxetane ring. Taxol has become a major point of interest among researchers due to its unusual structure and success in the involvement of cancer treatment. The attached oxetane ring is an important feature that is used for the binding of microtubules in structure activity; however little is known about how the reaction is catalyzed in nature, which creates a challenge for scientists trying to synthesize the product.
- Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 147. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
- C. R. Noller (1955). "Trimethylene Oxide". Organic Syntheses. 29: 92.; Collective Volume, 3, p. 835
- Willenbring, Dan, and Dean J. Tantillo.. "Mechanistic possibilities for oxetane formation in the biosynthesis of Taxol’s D ring." Russian Journal of General Chemistry 78.4 (Apr. 2008): 7237–31. Advanced Placement Source. EBSCO. [Library name], [City], [State abbreviation]. 22 Apr. 2009 <http://search.ebscohost.com/login.aspx?direct=true&db=aqh&AN=32154883&site=ehost-live>