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Merck

676764

Sigma-Aldrich

Tetrahydrofuran

≥99.0%, ACS reagent, contains 200-400 ppm BHT as inhibitor, suitable for HPLC

Synonym(e):

Butylenoxid, Oxolan, Tetramethylenoxid

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About This Item

Empirische Formel (Hill-System):
C4H8O
CAS-Nummer:
Molekulargewicht:
72.11
Beilstein:
102391
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12191501
PubChem Substanz-ID:
NACRES:
NA.07
bp:
65-67 °C (lit.)
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Produktbezeichnung

Tetrahydrofuran, ACS reagent, ≥99.0%, contains 200-400 ppm BHT as inhibitor

Qualität

ACS reagent

Dampfdichte

2.5 (vs air)

Dampfdruck

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Assay

≥99.0%

Form

liquid

Selbstzündungstemp.

610 °F

Enthält

200-400 ppm BHT as inhibitor

Expl.-Gr.

1.8-11.8 %

Methode(n)

HPLC: suitable

Verunreinigungen

≤0.015% peroxide (as H2O2)
≤0.05% water

Abdampfrückstand

≤0.03%

Farbe

APHA: ≤20

Brechungsindex

n20/D 1.407 (lit.)

pH-Wert

~7

bp

65-67 °C (lit.)

mp (Schmelzpunkt)

−108 °C (lit.)

Dichte

0.889 g/mL at 25 °C (lit.)

SMILES String

C1CCOC1

InChI

1S/C4H8O/c1-2-4-5-3-1/h1-4H2

InChIKey

WYURNTSHIVDZCO-UHFFFAOYSA-N

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Allgemeine Beschreibung

Tetrahydrofuran (THF) is a heterocyclic compound (cyclic ether). It is colorless, has low viscosity, and good solubility in a wide range of solvents. It is widely used as a solvent in organic synthesis, being very popular in reactions with organometallic compounds and Grignard reagents. Due to organic peroxides formation on long term storage, THF is usually stabilized by adding butylated hydroxytoluene (BHT). BHT removes the free radicals required for the peroxide formation.

Anwendung

Tetrahydrofuran (THF) is used as a solvent in the following processes:
  • Organic synthesis
a) Grignard
b) Organometallic compounds
c) Reformatsky
d) Lithiation
e) Hydride reduction
f) Metal-catalyzed coupling (Heck, Stile, Suzuki)
g) Lewis acid mediated reactions
  • Crystallization
  • Polymerization. Ex. RAFT (Reversible Addition-Fragmentation Chain Transfer) polymerization of p-acetoxystyrene
  • Coatings
  • As an O-donor ligand to form coordination complexes
  • As mobile phase solvent in high-performance liquid chromatography

Leistungsmerkmale und Vorteile

ACS solvents meet or exceed the high standards of the American Chemical Society (ACS) ,with test specifications that are specialized to every compound. According to the American Chemical Society, ACS reagent grade implies that it is a substance of sufficient purity to be used in most chemical analyses or reactions.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Zielorgane

Respiratory system

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

-6.2 °F - closed cup

Flammpunkt (°C)

-21.2 °C - closed cup


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Novel Diacetylinic Aryloxysilane Polymers: A New Thermally Cross-Linkable High Temperature Polymer System.
Drake K, et al.
Macromolecules, 46(11), 4370-4377 (2013)
Oxidation of tetrahydrofuran to butyrolactone catalyzed by iron-containing clay.
Ausavasukhi A and Sooknoi T.
Green Chemistry, 17(1), 435-441 (2015)
1,3 Dioxolane versus tetrahydrofuran as promoters for CO2-hydrate formation: Thermodynamics properties, and kinetics in presence of sodium dodecyl sulfate.
Torre JP, et al.
Chemical Engineering Science, 126, 688-697 (2015)
An efficient and economical process for lignin depolymerization in biomass-derived solvent tetrahydrofuran.
Long J, et al.
Bioresource Technology, 154, 10-17 (2014)
Practical Synthesis of Di-tert-Butyl-Phosphinoferrocene.
Busacca CA, et al.
Organic Syntheses, 90, 316-326 (2013)

Questions

1–2 of 2 Questions  
  1. 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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  2. 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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