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Sigma-Aldrich

Tetrahydrofuran

Tetrahydrofuran
1 of 2 reviewers received a sample product or took part in a promotion

≥99.9%, anhydrous, contains 250 ppm BHT as inhibitor

Synonym(e):

THF, Butylenoxid, Oxolan, Tetramethylenoxid

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About This Item

Empirische Formel (Hill-System):
C4H8O
CAS-Nummer:
109-99-9
Molekulargewicht:
72.11
Beilstein:
102391
EG-Nummer:
203-726-8
MDL-Nummer:
MFCD00005356
UNSPSC-Code:
12191501
PubChem Substanz-ID:
57647757
NACRES:
NA.21
Qualität:
anhydrous
Assay:
≥99.9%
bp:
65-67 °C (lit.)
Dampfdruck:
114 mmHg ( 15 °C)
143 mmHg ( 20 °C)
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Produktbezeichnung

Tetrahydrofuran, anhydrous, contains 250 ppm BHT as inhibitor, ≥99.9%

Qualität

anhydrous

Qualitätsniveau

200

Dampfdichte

2.5 (vs air)

Dampfdruck

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Assay

≥99.9%

Form

liquid

Selbstzündungstemp.

610 °F

Enthält

250 ppm BHT as inhibitor

Expl.-Gr.

1.8-11.8 %

Verunreinigungen

≤0.005% peroxides (as H2O2)
<0.002% water (All units except 100 mL)
<0.005% water (100 mL pkg)

Brechungsindex

n20/D 1.407 (lit.)

pH-Wert

~7

bp

65-67 °C (lit.)

mp (Schmelzpunkt)

−108 °C (lit.)

Löslichkeit

H2O: soluble

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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Verwandte Kategorien

Allgemeine Beschreibung

Tetrahydrofuran (THF) ist ein gesättigter zyklischer Ether und wird vor allem als organisches Lösungsmittel genutzt. Bei langfristiger Lagerung bildet es organische Peroxide. Dieser Prozess kann durch die Hinzugabe von Butylhydroxytoluol (BHT) als Stabilisator unterbunden werden. BHT beseitigt die freien Radikale, die für die Bildung von Peroxid erforderlich sind. Es ist das Hauptfragment verschiedener natürlicher Produkte (Polyether-Antibiotika).[1] THF bildet mit Schwefelwasserstoff ein Doppelhydrat. Die Kristallstruktur dieses Doppelhydrats wurde mittels dreidimensionaler Einkristallstudien untersucht.[2]

Anwendung

Trockenes Tetrahydrofuran (THF) diente zur Synthese von Dichlor{bis[1,1′,1′′-(phosphintriyl)tripiperidin]}palladium [(P(NC5H10)3)2Pd(Cl)2], welches häufig als Katalysator für die Heck-Reaktion verwendet wird. Er wird in dem Reaktionsmedium der Heck-Kreuzkupplungsreaktion verschiedener Arylbromide und Olefine eingesetzt.[3]

Verpackung

Siehe Mehrweggebinde-Optionen.

Sonstige Hinweise

Für viele Anwendungen von THF sind umweltfreundlichere Alternativen erhältlich: 2-Methyltetrahydrofuran (414247) und Cyclopentylmethylether (675970)

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Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system, Respiratory system

Zusätzliche Gefahrenhinweise

EUH019

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

-6.2 °F - closed cup

Flammpunkt (°C)

-21.2 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
SHBR8481
SHBR9334
SHBS1829
SHBR4257
SHBR7394

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Tetrahydrofuran HPLC grade, &#8805;99.9%, inhibitor-free

Supelco

270385

Tetrahydrofuran

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro {bis [1, 1', 1''-(phosphinetriyl) tripiperidine]} palladium Under Mild Reaction Conditions.
Oberholzer M and Frech CM
Journal of Visualized Experiments, 85, e51444-e51444 (2014)
Mauro Niso et al.
Chembiochem : a European journal of chemical biology, 16(7), 1078-1083 (2015-03-11)
Although sigma-2 (σ2 ) receptors are still enigmatic proteins, they are promising targets for tumor treatment and diagnosis. With the aim of clarifying their role in oncology, we developed a σ2 -selective fluorescent tracer (compound 5) as a specific tool
Maria Laura Pati et al.
BMC cancer, 17(1), 51-51 (2017-01-15)
Despite considerable efforts by scientific research, pancreatic cancer is the fourth leading cause of cancer related mortalities. Sigma-2 receptors, which are overexpressed in several tumors, represent promising targets for triggering selective pancreatic cancer cells death. We selected five differently structured
Francesco Berardi et al.
Journal of medicinal chemistry, 52(23), 7817-7828 (2009-10-22)
sigma(2)-Agonist 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine (7, PB 28), which proved to revert doxorubicin resistance in breast cancer cells, was taken as a template to prepare new analogs. One of the two basic N-atoms was alternatively replaced by a methine or converted into an
Nicola Antonio Colabufo et al.
Naunyn-Schmiedeberg's archives of pharmacology, 370(2), 106-113 (2004-08-24)
To establish the activity of sigma ligands at sigma1 and sigma2 receptor, we chose two tumour cell lines, the human SK-N-SH neuroblastoma and the rat C6 glioma lines, which express sigma2 receptors at a high density and sigma1 receptors in
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Tabelle Mischbarkeit von Lösungsmitteln

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2 Reviews This action will navigate to reviews.

Questions

1–10 of 10 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

      Helpful?

  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

      Helpful?

  3. Is it necessary to use a coupling for the Pure pac 2?

    1 answer

    1. Yes, the Pure pac 2 requires a coupling.

      Helpful?

  4. What apparatus do you recommend for HPLC solvent filtration?

    1 answer

    1. The Sigma-Aldrich Vacuum Filtration Assembly gives you all the components you need including: funnel top, fritted glass funnel support, filtration flask, aluminum clamp, and silicone stopper.  The Acrodisc Syringe Filters offer high quality filtration for analytical samples, certified for HPLC to ensure low extractable and available in a broad range of membranes to meet sample compatibility requirements.

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  5. Why do peroxides form in certain solvents and how do I test for it?

    1 answer

    1. A significant number of laboratory solvents can undergo autoxidation under normal storage conditions to form unstable and potentially dangerous peroxide by-products. Molecular structure is the primary factor relating to a material’s potential for hazardous peroxide formation.  It is important to understand the stability of materials in use and if unclear, consult Sigma-Aldrich Technical Support, [email protected]

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  6. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  7. Who do I contact about larger solvent volume needs?

    1 answer

    1. Email us at [email protected] or visit Sigma-Aldrich Fine Chemicals for development and manufacturing-scale inquiries: [email protected]

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  8. What are the options for drying solvents?

    1 answer

    1. Sigma-Aldrich offers a full range of high-purity solvents with extremely low water levels specifically manufactured for moisture sensitive Organic and Biotech applications.  Sigma-Aldrich also carries various drying agents such as molecular sieves, which are typically compatible with organic solvents.

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  9. What are some of the preservatives used in the most common ethers and chlorinated solvents and why are they added?

    1 answer

    1. Certain solvents will degrade over time requiring special handling and storage considerations. In addition, the products of certain degradation processes pose a potential safety risk if present at sufficiently high levels. For these types of materials, small amounts of stabilizing chemicals are added to slow down or stop material degradation.

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  10. Can you recommend a Solvent Extractor for organics from aqueous solution?

    1 answer

    1. Solvent extractors are often used for the quantitative extraction of organics from aqueous solutions and separations in immunoassays. The MIXXOR system has been applied successfully in many laboratory solvent extraction operations and is ideal for the rapid screening of alternative solvents for specific extraction problems.

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Reviews

1 of 2 reviewers received a sample product or took part in a promotion

Active Filters

  1. Cambridge
    • Reviews 7
    • Votes 14
    5 out of 5 stars.

    THF

    Very good quality THF. Reactions done with this solvent went well.

    Helpful?

  2. 1 Ratings-Only Review

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