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271020

Sigma-Aldrich

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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100 ML
$47.50
1 L
$150.60
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$350.26

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100 ML
$47.50
1 L
$150.60
2 L
$350.26

About This Item

Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
Molecular Weight:
74.08
Beilstein/REAXYS Number:
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)

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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:      
  • 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.
      

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

26.6 °F - closed cup

flash_point_c

-3 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves


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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)
1, 3-Dioxolane, tetrahydrofuran, acetylacetone and dimethyl sulfoxide as solvents for non-aqueous vanadium acetylacetonate redox-flow-batteries.
Herr T, et al.
Electrochimica Acta, 113, 127-133 (2013)
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
Jason Z Vlahakis et al.
Bioorganic & medicinal chemistry letters, 16(9), 2396-2406 (2006-02-24)
A series of imidazole-dioxolane compounds, which we hypothesize should bind to heme and thus interfere with heme catabolism in the parasite, were assayed for inhibitory activity in Plasmodium falciparum cultures and the results were compared to those obtained with Chinese

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