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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
bp:
75-76 °C/1.013 hPa
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

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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Die Dokumentenbibliothek aufrufen

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)
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
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
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

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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