92459
Trimethylene oxide
purum, ≥97.0% (GC)
Synonym(s):
Oxetane
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About This Item
Empirical Formula (Hill Notation):
C3H6O
CAS Number:
Molecular Weight:
58.08
EC Number:
207-964-3
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
102382
MDL number:
vapor pressure
5.09 psi ( 20 °C)
grade
purum
assay
≥97.0% (GC)
refractive index
n20/D 1.392
bp
50 °C (lit.)
density
0.893 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
C1COC1
InChI
1S/C3H6O/c1-2-4-3-1/h1-3H2
InChI key
AHHWIHXENZJRFG-UHFFFAOYSA-N
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2
Storage Class
3 - Flammable liquids
wgk
WGK 1
flash_point_f
-4.0 °F - closed cup
flash_point_c
-20 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves
Regulatory Information
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Cascade formation of isoxazoles: facile base-mediated rearrangement of substituted oxetanes.
Johannes A Burkhard et al.
Angewandte Chemie (International ed. in English), 50(23), 5379-5382 (2011-05-04)
Shigeyuki Yamada et al.
Organic & biomolecular chemistry, 9(15), 5493-5502 (2011-06-16)
2,2,3,3-Tetrafluorooxetane reacted easily with organolithium reagents to give 1,1,3-trisubstituted 2,2-difluoropropan-1-ols in good to excellent yields. On the other hand, the reaction with Grignard reagent led to 3-bromo-1,1-disubstituted 2,2-difluoropropan-1-ols in good yields. On treating with lithium enolates, generated from enol silyl
Dong-Dong Wu et al.
Organic & biomolecular chemistry, 10(18), 3626-3635 (2012-04-13)
Photoinduced reactions of isatin and N-methyl-1,3,4-isoquinolinetrione with bicycloalkylidenes such as bicyclopropylidene, cyclopropylidenecyclobutane, cyclopropylidenecyclohexane and bicyclohexylidene were investigated. The reactions gave spirooxetanes as the major products derived from the [2 + 2] photocycloaddition pathway via 1,4-biradical recombination. Unusual products including the
Ken Hisamoto et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 10(9), 1469-1473 (2011-05-05)
The Paternò-Büchi (PB) reaction of geraniol derivatives 1, which contain allylic alcohol functionality and unfunctionalized double bonds, with benzophenone was investigated to see the effect of the hydroxyl group on the regioselectivity of the oxetane formation, i.e., 2/3. At low
Sarah F Jenkinson et al.
Chimia, 65(1-2), 71-75 (2011-04-08)
Alpha-Triflates of gamma-lactones with potassium carbonate in methanol give efficient contraction of the ring to oxetane-1-carboxylates in which the oxygen substituent at C(3) of the oxetane is predominantly trans to the carboxylate at C(2), regardless of the stereochemistry of the
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