Oxetane
Oxetane structure
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Common Name | Oxetane | ||
|---|---|---|---|---|
| CAS Number | 503-30-0 | Molecular Weight | 58.079 | |
| Density | 0.9±0.1 g/cm3 | Boiling Point | 49.0±0.0 °C at 760 mmHg | |
| Molecular Formula | C3H6O | Melting Point | -97°C | |
| MSDS | Chinese USA | Flash Point | -32.0±15.3 °C | |
| Symbol |
GHS02, GHS07 |
Signal Word | Danger | |
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Synthesis of highly substituted oxetanes via [2+2] cycloaddition reactions of allenoates catalyzed by a guanidine Lewis base.
Chem. Commun. (Camb.) 49(28) , 2930-2, (2013) The first synthesis of highly substituted 3-alkyl-oxetan-2-ylidenes from allenoates was developed by using the bicyclic guanidine 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as an exceptionally active nitrogen Lewis base catalyst. |
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A selective intramolecular transacylation of taxoids accompanying with the oxetane ring opening.
Chem. Pharm. Bull. 60(3) , 415-8, (2012) A selective intramolecular transacylation from C-4 to C-5 of taxoids, which occurred simultaneously with the oxetane D-ring opening and was promoted by TiCl4, was presented. The optimal condition was found to be treatment of substrates in double dose of dichl... |
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Three-component assembly and divergent ring-expansion cascades of functionalized 2-iminooxetanes.
Angew. Chem. Int. Ed. Engl. 49(48) , 9210-4, (2010)
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A theoretical rationale for why azetidine has a faster rate of formation than oxetane in TC(6-4) photoproducts.
J. Phys. Chem. B 115(31) , 9681-6, (2011) The mechanism of formation of azetidine and oxetane in (6-4) photoproducts between thymine and imine-type cytosine is studied using the MPWB1K and B3LYP functionals together with the 6-31G(d,p) and 6-311++G(d,p) basis sets, in vacuum and bulk solvent. The pho... |
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Chemoassay screening of DNA-reactive mutagenicity with 4-(4-nitrobenzyl)pyridine - application to epoxides, oxetanes, and sulfur heterocycles.
Chem. Res. Toxicol. 25(10) , 2092-102, (2012) Organic electrophiles have the potential to covalently attack DNA bases, and thus initiate mutagenic and carcinogenic processes. In this context, aromatic nitrogen sites of the DNA bases are often particularly nucleophilic, with guanine N7 being one of the mo... |
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Exploiting the lithiation-directing ability of oxetane for the regioselective preparation of functionalized 2-aryloxetane scaffolds under mild conditions.
Angew. Chem. Int. Ed. Engl. 51(30) , 7532-6, (2012)
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Crucial dependence of chemiluminescence efficiency on the syn/anti conformation for intramolecular charge-transfer-induced decomposition of bicyclic dioxetanes bearing an oxidoaryl group.
J. Org. Chem. 76(12) , 5006-17, (2011) Thermally stable rotamers of bicyclic dioxetanes bearing 6-hydroxynaphthalen-1-yl (anti-5a and syn-5a), 3-hydroxynaphthalen-1-yl (anti-5b and syn-5b), and 5-hydroxy-2-methylphenyl groups (anti-5c and syn-5c) were synthesized. These dioxetanes underwent TBAF (... |
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Concentration and temperature dependency of regio- and stereoselectivity in a photochemical [2 + 2] cycloaddition reaction (the Paternò-Büchi reaction): origin of the hydroxy-group directivity.
J. Am. Chem. Soc. 133(8) , 2592-604, (2011) A set of photochemical oxetane formation reactions, i.e., the Paternò-Büchi (PB) reactions, of tetrahydrobenzofuranol derivatives 1a-d with benzophenone (BP) was investigated to examine poorly understood hydroxy-group directivity on regio- and stereoselecti... |
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Base-controlled selective conversion of Michael adducts of malonates with enones in the presence of iodine.
J. Org. Chem. 76(23) , 9809-16, (2011) An efficient base-controlled selective conversion of the Michael adducts of malonates with enones in the presence of iodine is reported. Highly functionalized cyclopropane, oxetane, and α-hydroxylmalonate derivatives are obtained selectively using DBU, Na(2)C... |
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Steric and electronic effects in the host-guest hydrogen bonding in clathrate hydrates.
J. Phys. Chem. A 115(23) , 6149-54, (2011) Clathrate hydrates with polar guest molecules (dimethyl ether, ethylene oxide, trimethylene oxide, tetrahydrofuran, and tetrahydropyran) were studied by means of the density functional theory. A model of a large cage of structure-I clathrate was employed. Opt... |