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155810

Sigma-Aldrich

2-metiltetraidrofurano

greener alternative
2-Methyltetrahydrofuran

BioRenewable, ReagentPlus®, ≥99.5%, contains 150-400 ppm BHT as stabilizer

Sinonimo/i:

2-MeTHF, Tetraidro-2-metilfurano, Tetraidrosilvano

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About This Item

Formula empirica (notazione di Hill):
C5H10O
Numero CAS:
96-47-9
Peso molecolare:
86.13
Beilstein:
102448
Numero CE:
202-507-4
Numero MDL:
MFCD00005367
Codice UNSPSC:
12352103
ID PubChem:
329750937
NACRES:
NA.21
Prezzi e disponibilità al momento non sono disponibili

Grado

reagent

Livello qualitativo

100

Nome Commerciale

ReagentPlus®

Saggio

≥99.5%

Stato

liquid

contiene

150-400 ppm BHT as stabilizer

Limite di esplosione

0.34-6.3 %

Caratteristiche più verdi

Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

dilution

(for general lab use)

Impurezze

≤1.0% water (coulometr.)
≤100 ppm peroxide (as H2O2)

Indice di rifrazione

n20/D 1.406 (lit.)

P. ebollizione

78-80 °C (lit.)

Punto di fusione

-136 °C

Densità

0.86 g/mL at 25 °C (lit.)

Categoria alternativa più verde

Aligned,

Stringa SMILE

CC1CCCO1

InChI

1S/C5H10O/c1-5-3-2-4-6-5/h5H,2-4H2,1H3
JWUJQDFVADABEY-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

Ci impegniamo a fornire prodotti verdi alternativi che soddisfino almeno uno dei 12 principi della chimica verde. Questo prodotto è biorinnovabile e soddisfa pertanto i principi relativi all′utilizzo di "Solventi e ausiliari più sicuri” e all′”Uso di materie prime rinnovabili”.  Per maggiori informazioni, fate clic qui  .

Il 2-metiltetraidrofurano (2-MTHF), un tetraidrofurano che presenta un metile in posizione 2, è un derivato da biomassa che, per la maggior parte delle applicazioni industriali, costituisce un′alternativa più ecologica come solvente rispetto al tetraidrofurano (THF), all′1,4 diossano (diossano) e al diclorometano (DCM). In termini di polarità e di forza come base di Lewis, il 2-MTHF si colloca tra tetraidrofurano (THF) e dietiletere. In sintesi organica, è un solvente che, potenzialmente, costituisce una alternativa a minor impatto ambientale; è caratterizzato da resistenza alla riduzione da parte del litio, cosa che ne fa un promettente candidato come elettrolita nelle batterie al litio.

Applicazioni

Il 2-metiltetraidrofurano può essere utilizzato come solvente alternativo
a) al THF, nelle seguenti reazioni organometalliche:
  • Grignard
  • Reformantsky
  • Litiazione
  • Riduzione con idruri
  • Accoppiamento catalizzato da metalli (Heck, Stile, Suzuki)




b) al diclorometano, nelle reazioni bifasiche di:
  • Alchilazione
  • Ammidazione
  • Sostituzione nucleofila

Caratteristiche e vantaggi

  • Prodotto da risorse rinnovabili - derivato dal furfurale da sottoprodotti agricoli
  • Punto di ebollizione elevato
  • Separazione fase organica/fase acquosa pulita
  • Meno energia necessaria al recupero

Altre note

Per approfondire il tema dei solventi verdi o biorinnovabili

Note legali

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Avvertenze

Danger

Indicazioni di pericolo

H225,H302,H315,H318

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2

Rischi supp

EUH019

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

14.0 °F - closed cup

Punto d’infiammabilità (°C)

-10.0 °C - closed cup

Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number
SDBB3030
SHBS5756
SHBS4771
SHBR7004
MKCW1251

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Mari Merce Cascant et al.
Analytical and bioanalytical chemistry, 409(14), 3527-3539 (2017-04-09)
There is a great interest in finding alternatives and green solvents in extraction processes to replace petroleum based solvents. In order to investigate these possibilities, computational methods, as Hansen solubility parameters (HSP) and conductor-like screening model for real solvent (COSMO-RS)
V R Koch et al.
Science (New York, N.Y.), 204(4392), 499-501 (1979-05-04)
Rechargeable, high energy density lithium batteries require an efficient lithium electrode. Earlier work with electrolytes based on propylene carbonate, methyl acetate, and tetrahydrofuran yielded poor lithium electrode cycling efficiencies because of electrolyte reduction by lithium. Solutions of lithium hexafluoroarsenate in
Solvent applications of 2-methyltetrahydrofuran in organometallic and biphasic reactions.
Aycock DF.
Organic Process Research & Development, 11(1), 156-159 (2007)
Axel Kahnt et al.
Journal of the American Chemical Society, 133(25), 9863-9871 (2011-05-21)
Electron-transfer reactions are fundamental to many practical devices, but because of their complexity, it is often very difficult to interpret measurements done on the complete device. Therefore, studies of model systems are crucial. Here the rates of charge separation and
Tony W T Bristow et al.
Journal of the American Society for Mass Spectrometry, 25(10), 1794-1802 (2014-08-12)
For on-line monitoring of chemical reactions (batch or continuous flow), mass spectrometry (MS) can provide data to (1) determine the fate of starting materials and reagents, (2) confirm the presence of the desired product, (3) identify intermediates and impurities, (4)

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Why should you have to choose between solvents that are ecological and those that are reliable? Enjoy both at once with our biorenewable and greener solutions. Cyrene™ solvent is a new dipolar aprotic alternative to common REACH restricted solvents, such as N methyl-2-pyrrolidone (NMP) and Dimethylformamide (DMF).

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Questions

1–5 of 5 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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  3. Why should you use BioRenewable solvents?

    1 answer

    1. You will contribute to create a sustainable world, significantly lowering environmental impact. Biorenewable solvents also decrease petroleum sources dependency, have higher recovery rates, and/or are safer for handling and disposal.

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  4. What is a BioRenewable solvent?

    1 answer

    1. BioRenewable solvents are sourced from renewable and sustainable biobased materials, such as soy/palm oil, wood waste, hay or corn byproducts, etc. It is important to highlight that our BioRenewable products do not compete with food production.

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  5. Do BioRenewable solvents have a similar quality to petroleum-based solvents?

    1 answer

    1. BioRenewable solvents can have the same or higher purity level compared to traditional solvents. These solvents are free of the many byproducts of petroleum manufacturing, such as benzene, aldehydes, and ethers.

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