271020
1,3-Dioxolane
anhydrous, contains ~75 ppm BHT as inhibitor, 99.8%
Synonym(s):
Ethylene glycol methylene ether, Formaldehyde ethylene acetal
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About This Item
Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
Molecular Weight:
74.08
Beilstein:
102453
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.21
Grade:
anhydrous
Assay:
99.8%
Bp:
75-76 °C/1.013 hPa
Vapor pressure:
70 mmHg ( 20 °C)
grade
anhydrous
Quality Level
vapor density
2.6 (vs air)
vapor pressure
70 mmHg ( 20 °C)
Assay
99.8%
form
liquid
autoignition temp.
525 °F
contains
~75 ppm BHT as inhibitor
impurities
<0.003% water
<0.005% water (100 mL pkg)
evapn. residue
<0.0005%
refractive index
n20/D 1.401 (lit.)
bp
75-76 °C/1.013 hPa
mp
−95 °C (lit.)
density
1.06 g/mL at 25 °C (lit.)
SMILES string
C1COCO1
InChI
1S/C3H6O2/c1-2-5-3-4-1/h1-3H2
InChI key
WNXJIVFYUVYPPR-UHFFFAOYSA-N
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General description
1,3-dioxolane is a heterocyclic acetal that is commonly used as a green solvent in formulations and production processes. It is also used as a reactant in organic synthesis. Long-term storage of 1,3-dioxolane forms organic peroxides. This process can be suppressed by adding butylated hydroxytoluene (BHT) as a stabilizer. BHT removes the free radicals required for peroxide formation.
Application
1,3-dioxolane can be used as a solvent:
It is also used as a reactant to prepare quasi-solid-state poly(1,3-dioxolane) electrolyte by Sc(OTf)3 catalyzed ring-opening polymerization reactions.
- For the extraction of biodegradable poly(3-hydroxybutyrate) (PHB) from biomass.
- To produce stable dispersions of multiwalled carbon nanotubes (MWCNTs) for the synthesis of modified glassy carbon electrodes.
- To synthesize copolymers (polyoxymethylene) by cationic copolymerization of 1,3,5-trioxane in the presence of maghnite-H+ as a catalyst.
It is also used as a reactant to prepare quasi-solid-state poly(1,3-dioxolane) electrolyte by Sc(OTf)3 catalyzed ring-opening polymerization reactions.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
26.6 °F - closed cup
Flash Point(C)
-3 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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1, 3-Dioxolane: A green solvent for the preparation of carbon nanotube-modified electrodes.
Moscoso R, et al.
Electrochemical Communications, 48, 69-72 (2014)
Binary electrolyte based on tetra (ethylene glycol) dimethyl ether and 1, 3-dioxolane for lithium-sulfur battery.
Chang DR, et al.
Journal of Power Sources, 112(2), 452-460 (2002)
Matthias Schmidt et al.
Bioorganic & medicinal chemistry, 15(6), 2283-2297 (2007-02-06)
Multidrug resistance (MDR) to antitumor agents represents a major obstacle to a successful chemotherapy of cancer. Overexpression of P-glycoprotein (p-gp) seems to be the major factor responsible for MDR. A large number of chemically unrelated compounds are known to interact
Benito Alcaide et al.
The Journal of organic chemistry, 78(18), 8956-8965 (2013-09-07)
The gold-catalyzed preparation of 2-azetidinone-fused oxacycles was accomplished from β-lactam-linked enynes through heterocyclization reaction taking advantage of the acetonide pendant group. While the synthesis of fused tetrahydrofuran-β-lactams from 1,3-enynes could be considered as an unusual metal-catalyzed cyclization of enynols, α-alkoxy
Benjamin L Wegenhart et al.
Inorganic chemistry, 49(11), 4741-4743 (2010-05-06)
Low catalyst loading of a cationic oxorhenium(V) oxazoline complex, [2-(2'-hydroxyphenyl)-2-oxazolinato(-2)]oxorhenium(v), condenses diols and aldehydes to give 1,3-dioxolanes in excellent yields under neat conditions and reasonably mild temperatures. The reaction is applicable to biomass-derived furfural and glycerol. The resulting cyclic acetals
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