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Merck

271020

Sigma-Aldrich

1,3-Dioxolan

anhydrous, contains ~75 ppm BHT as inhibitor, 99.8%

Synonym(e):

1,3-Dioxacyclo-pentan, Formaldehyd-ethylenacetal

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About This Item

Empirische Formel (Hill-System):
C3H6O2
CAS-Nummer:
Molekulargewicht:
74.08
Beilstein:
102453
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.21

Qualität

anhydrous

Qualitätsniveau

Dampfdichte

2.6 (vs air)

Dampfdruck

70 mmHg ( 20 °C)

Assay

99.8%

Form

liquid

Selbstzündungstemp.

525 °F

Enthält

~75 ppm BHT as inhibitor

Verunreinigungen

<0.003% water
<0.005% water (100 mL pkg)

Abdampfrückstand

<0.0005%

Brechungsindex

n20/D 1.401 (lit.)

bp

75-76 °C/1.013 hPa

mp (Schmelzpunkt)

−95 °C (lit.)

Dichte

1.06 g/mL at 25 °C (lit.)

SMILES String

C1COCO1

InChI

1S/C3H6O2/c1-2-5-3-4-1/h1-3H2

InChIKey

WNXJIVFYUVYPPR-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.
      

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

26.6 °F - closed cup

Flammpunkt (°C)

-3 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves


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Journal of Power Sources, 112(2), 452-460 (2002)
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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
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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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