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Merck

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:
646-06-0
Molecular Weight:
74.08
UNSPSC Code:
12352005
NACRES:
NA.21
PubChem Substance ID:
57648184
EC Number:
211-463-5
Beilstein/REAXYS Number:
102453
MDL number:
MFCD00003207
Assay:
99.8%
Grade:
anhydrous
Bp:
75-76 °C/1.013 hPa
Vapor pressure:
70 mmHg ( 20 °C)

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InChI key

WNXJIVFYUVYPPR-UHFFFAOYSA-N

InChI

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

SMILES string

C1COCO1

grade

anhydrous

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%

Quality Level

100

bp

75-76 °C/1.013 hPa

mp

−95 °C (lit.)

density

1.06 g/mL at 25 °C (lit.)

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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

WGK 1

flash_point_f

26.6 °F - closed cup

flash_point_c

-3 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water soluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

271020-1L:4548173935416 + 271020-2L:4548173935423 + 271020-6X1L: + 271020-100ML:4548173935409 + 271020-BULK: + 271020-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN9654
SHBN7453
SHBM6419
SHBM4287
SHBM3990

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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)
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: A green solvent for the preparation of carbon nanotube-modified electrodes.
Moscoso R, et al.
Electrochemical Communications, 48, 69-72 (2014)
Claudia Sorbi et al.
ChemMedChem, 4(3), 393-399 (2009-01-20)
Conformational restriction of naftopidil proved to be compatible with binding at alpha(1) adrenoceptor subtypes and 5-HT receptor 1A (5-HT(1A)), and led to the discovery of a new class of ligands with a 1,3-dioxolane (1,3-oxathiolane, 1,3-dithiolane) structure. Compound 7 shows the
Deepak Ekka et al.
The journal of physical chemistry. B, 116(38), 11687-11694 (2012-09-04)
Precise measurements on electrical conductance (Λ) of solutions of an ionic liquid (IL) tetrabutylphosphonium tetrafluoroborate in acetonitrile (ACN), tetrahydrofuran (THF), and 1,3-dioxolane (1,3-DO) and their binary mixtures have been reported at 298.15 K. The conductance data have been analyzed by
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