Merck
Todas as fotos(3)

186562

Sigma-Aldrich

Tetrahydrofuran

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

Sinônimo(s):
Tetramethylene oxide, THF, Oxolane, Butylene oxide
Empirical Formula (Hill Notation):
C4H8O
Número CAS:
Peso molecular:
72.11
Beilstein:
102391
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.21

Nível de qualidade

200

grau

anhydrous

densidade de vapor

2.5 (vs air)

pressão de vapor

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

teor

≥99.9%

forma

liquid

temperatura de autoignição

610 °F

contém

250 ppm BHT as inhibitor

Lim. expl.

1.8-11.8 %

Impurezas

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

índice de refração

n20/D 1.407 (lit.)

pH

~7

pb

65-67 °C (lit.)

pf

−108 °C (lit.)

solubilidade

H2O: soluble

densidade

0.889 g/mL at 25 °C (lit.)

SMILES string

C1CCOC1

InChI

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

InChI key

WYURNTSHIVDZCO-UHFFFAOYSA-N

Procurando produtos similares? Visit Guia de comparação de produtos

Categorias relacionadas

Descrição geral

Tetrahydrofuran (THF) is a saturated cyclic ether mainly used as an organic solvent. On long term storage it forms organic peroxides. This process can be suppressed by adding butylated hydroxytoluene (BHT) as a stabilizer. BHT removes the free radicals required for the peroxide formation. It constitutes the key fragment of various natural products (polyether antibiotics). THF forms double hydrate with hydrogen sulfide, crystal structure of this double hydrate has been investigated by three-dimensional single-crystal studies.

Aplicação

Dry tetrahydrofuran (THF) has been used in the synthesis of dichloro{bis[1,1′,1′′-(phosphinetriyl)tripiperidine]}palladium [(P(NC5H10)3)2Pd(Cl)2], which is widely used in the Heck reaction as a catalyst. It has been employed in the reaction medium of the Heck cross-coupling reaction of various aryl bromides and olefins.

Embalagem

50, 200 L in Pure-Pac™ 2
1, 6×1, 2, 4×2 L in Sure/Seal™
208 L in steel drum
100, 12×100 mL in Sure/Seal™
18 L in Pure-Pac™ 1

Outras notas

Greener alternatives are available for many THF applications, 2-Methyltetrahydrofuran (414247) and Cyclopentyl methyl ether (675970)

Palavra indicadora

Danger

Classificações de perigo

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

Perigos de suplementos

Código de classe de armazenamento

3 - Flammable liquids

WGK

WGK 1

Ponto de fulgor (ºF)

-6.2 °F - closed cup

Ponto de fulgor (ºC)

-21.2 °C - closed cup

Equipamento de proteção individual

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

Certificado de análise

Insira o número de lote para pesquisar o Certificado de análise (COA).

Certificado de origem

Insira o número de lote para pesquisar o Certificado de origem (COO).

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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

    Email us at labessentials@sial.com or visit Sigma-Aldrich Fine Chemicals for development and manufacturing-scale inquiries: safcglobal@sial.com

  4. How do I know what packaging options are available for a solvent?

    The Solvent Center gives you the ability to review all the specifications associated with our solvent packaging. This includes physical dimensions, closure types, dispensing methods, UN/DOT Rating as well as solvent compatibility. Visit the Solvent Center.

  5. Who do I contact if I need a solvent blend, which you do not carry?

    Email us at labessentials@sial.com. For a complete listing of all our Solvent blends, visit the Solvent Center

  6. The dispensing of solvents provides some challenges due to the number of container options available. What dispensing options are available for each container?

    The Sigma-Aldrich Solvent Center provides numerous dispensing options for each container type. For a complete listing of all our dispensing options, visit the Solvent Center.

  7. Which solvent grade should I be using for my application?

    Sigma-Aldrich Solvent Applications Table gives a guideline to common applications and the appropriate solvent grades.  Visit: Solvents

  8. What are the options for drying solvents? 

    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.

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

    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.

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

    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.

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

    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, techserv@sial.com

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

    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.

  13. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

  15. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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.
Pharmacological research, 117, 67-74 (2016-12-23)
A controversial relationship between sigma-2 and progesterone receptor membrane component 1 (PGRMC1) proteins, both representing promising targets for the therapy and diagnosis of tumors, exists since 2011, when the sigma-2 receptor was reported to be identical to PGRMC1. Because a
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

Artigos

Solvent Miscibility Table

Substances are said to be miscible in one another if they dissolve to form a uniform solution. Bookmark or download our miscibility table for common lab solvents.

Complex Hydrides: A New Category of Solid-state Lithium Fast-ion Conductors

Research and development of solid-state lithium fast-ion conductors is crucial because they can be potentially used as solid electrolytes in all-solid-state batteries, which may solve the safety and energy-density related issues of conventional lithium-ion batteries that use liquid (farmable organic) electrolytes.

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica