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155810

Sigma-Aldrich

2-Methyltetrahydrofuran

greener alternative

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

Sinónimos:

2-MeTHF, Tetrahydro-2-methylfuran, Tetrahydrosilvan

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About This Item

Fórmula empírica (notación de Hill):
C5H10O
Número de CAS:
96-47-9
Peso molecular:
86.13
Beilstein:
102448
Número CE:
202-507-4
Número MDL:
MFCD00005367
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
329750937
NACRES:
NA.21
Ensayo:
≥99.5%
bp:
78-80 °C (lit.)

Nivel de calidad

100

Línea del producto

ReagentPlus®

Ensayo

≥99.5%

Formulario

liquid

contiene

150-400 ppm BHT as stabilizer

lim. expl.

0.34-6.3 %

características de los productos alternativos más sostenibles

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

sustainability

Greener Alternative Product

impurezas

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

índice de refracción

n20/D 1.406 (lit.)

bp

78-80 °C (lit.)

mp

-136 °C

densidad

0.86 g/mL at 25 °C (lit.)

categoría alternativa más sostenible

Aligned,

cadena SMILES

CC1CCCO1

InChI

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

Clave InChI

JWUJQDFVADABEY-UHFFFAOYSA-N

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Categorías relacionadas

Descripción general

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is biorenewable and thus it aligns with "Safer Solvents and Auxiliaries" and "Use of Renewable Feedstocks".  Click here  for more information.

2-Methyltetrahydrofuran (2-MTHF), a 2-methyl substituted tetrahydrofuran, is a biomass derived, environmentally favorable solvent alternative to tetrahydrofuran (THF), 1,4 Dioxane (Dioxane) and dichloromethane (DCM) for most industrial applications. Its polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether. It is a potential greener solvent alternative for organic synthesis and shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries.

Aplicación

2-Methyltetrahydrofuran may be used as an alternative solvent to:
THF in organometallic reactions
  • Grignard
  • Reformantsky
  • Lithiation
  • Hydride Reduction
  • Metal-Catalyzed Coupling (Heck, Stile, Suzuki)




Dichloromethane for Biphasic Reactions:
  • Alkylation
  • Amidation
  • Nucleophilic Substitution

Características y beneficios

  • Made from Renewable Resource - furfural derived from agricultural byproducts
  • High boiling point
  • Clean organic-water phase separation
  • Reduced energy to recover

Otras notas

To see other BioRenewable or Greener Solvents

Información legal

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

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Palabra de señalización

Danger

Frases de peligro

H225,H302,H315,H318

Clasificaciones de peligro

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

Riesgos supl.

EUH019

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

14.0 °F - closed cup

Punto de inflamabilidad (°C)

-10.0 °C - closed cup

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
SHBS5756
SHBS4771
MKCW1251
SHBR7004
SHBR5744

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Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

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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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