TRIMETHYLENE OXIDE

TRIMETHYLENE OXIDE Basic information
Product Name:TRIMETHYLENE OXIDE
Synonyms:1,3-PROPYLENE OXIDE;1,3-TRIMETHYLENE OXIDE;1,3-EPOXYPROPAN;1,3-EPOXYPROPANE;OXETANE;TRIMETHYLENE OXIDE;alpha,gamma-Propane oxide;alpha,gamma-propaneoxide
CAS:503-30-0
MF:C3H6O
MW:58.08
EINECS:207-964-3
Product Categories:Asymmetric Synthesis;Building Blocks;Chemical Synthesis;Chiral Building Blocks;Heterocyclic Building Blocks;Heterocyclic Compounds;Oxetanes;Simple 4-Membered Ring Compounds;Other Products
Mol File:503-30-0.mol
TRIMETHYLENE OXIDE Structure
TRIMETHYLENE OXIDE Chemical Properties
Melting point -97°C
Boiling point 50 °C(lit.)
density 0.893 g/mL at 25 °C(lit.)
vapor pressure 5.09 psi ( 20 °C)
refractive index n20/D 1.392(lit.)
Fp −19 °F
storage temp. 2-8°C
solubility 1000g/l
form Liquid
color Clear colorless
Odoragreeable odor
explosive limit2.4%(V)
Water Solubility Soluble in water.
Merck 14,9715
BRN 102382
CAS DataBase Reference503-30-0(CAS DataBase Reference)
EPA Substance Registry SystemOxetane (503-30-0)
Safety Information
Hazard Codes F,Xn
Risk Statements 11-20/21/22
Safety Statements 9-16-26-29
RIDADR UN 1993 3/PG 2
WGK Germany 1
RTECS RQ6825000
3-10-23
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29329990
Hazardous Substances Data503-30-0(Hazardous Substances Data)
Toxicitymmo-sat 3333 mg/plate EMMUEG 11(Suppl 12),1,88
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
TRIMETHYLENE OXIDE Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS LIQUID
UsesTrimethylene oxide useful for the synthesis of 3-substituted propanols by reaction with Grignards or organolithiums in the presence of CuBr.
DefinitionChEBI: A saturated organic heteromonocyclic parent that is a four-membered ring comprising of three carbon atoms and an oxygen atom.
General DescriptionClear, colorless liquid with an agreeable aromatic odor.
Air & Water ReactionsHighly flammable. Water soluble.
Reactivity ProfileTRIMETHYLENE OXIDE reacts with Grignard reagents and organolithium compounds. TRIMETHYLENE OXIDE is also incompatible with oxidizing agents and strong acids. . An explosion occurred when propylene oxide was added to epoxy resin. Polymerization was catalyzed by amine accelerator in the resin [Bretherick 1995]. Propylene oxide and sodium hydroxide base-catalyzed the polymerization of the former, causing ignition and explosion of a drum of the crude product. [Combust Sci. Technol., 1983].
Fire HazardTRIMETHYLENE OXIDE is flammable.
Safety ProfileModerately toxic by subcutaneous route. May be narcotic in high concentrations. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes
Purification MethodsDistil oxetane twice from sodium metal and then fractionate it through a small column at atmospheric pressure, b 47.0-47.2o. It can also be purified by preparative gas chromatography using a 2m silica gel column. Alternatively, add KOH pellets (50g for 100g of oxetane) and distil it through an efficient column or a column packed with 1/4in Berl Saddles with the main portion boiling at 45-50o being collected and redistilled over fused KOH. [Noller Org Synth Coll Vol III 835 1955, Dittmer et al. J Am Chem Soc 79 4431 1957, Beilstein 17 H 6, 17 I 3, 17 II 12, 17 III/IV 13, 17/1 V 11.]
BETA-BUTYROLACTONE TIMTEC-BB SBB006512 2-Oxetanone Acetyl ketene 2-HYDROXYMETHYLOXETANE Baccatine III 3-Methyl-3-oxetanemethanol (R)-(+)-3-HYDROXY-3-METHYL-4,4,4-TRICHLOROBUTYRIC BETA-LACTONE (S)-3-HYDROXY-4,4,4-TRICHLOROBUTYRIC ACID BETA-LACTONE (S)-(-)-3-HYDROXY-3-METHYL-4,4,4-TRICHLOROBUTYRIC BETA-LACTONE 3-ETHYL-3-OXETANEMETHANOL 3,3-DIMETHYLOXETANE (R)-4-(TRICHLOROMETHYL)-2-OXETANONE EBELACTONE A 3,3-BIS(CHLOROMETHYL)OXETANE ALPHA-ACETAMINOCINNAMIC LACTONE 9ALPHA,11ALPHA-METHYLENE-15S-HYDROXY-11A-DEOXY-11A-METHYLENE-THROMBA-5Z,13E-DIEN-1-OIC ACID Propylene oxide

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