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CAS NUMBER: 96-47-9
EC NUMBER: 202-507-4
MOLECULAR FORMULA: C5H10O
MOLECULAR WEIGHT: 86.13
2-METHF (2-Methyl tetrahydrofurane) is an organic compound with the molecular formula C5H10O.
2-METHF (2-Methyl tetrahydrofurane) is a highly flammable, mobile liquid.
2-METHF (2-Methyl tetrahydrofurane) is mainly used as a replacement for Tetrahydrofuran (THF) in specialized applications for its better performance, such as to obtain higher reaction temperatures, or easier separations.
2-METHF (2-Methyl tetrahydrofurane) is derived from sugars via furfural and is occasionally touted as a biofuel.
2-Methyltetrahydrofuran is inversely soluble in water.
2-METHF (2-Methyl tetrahydrofurane)s solubility decreases with increasing temperature, which is a rare property.
2-METHF (2-Methyl tetrahydrofurane) can act as a Lewis base in organometallic reactions.
2-METHF (2-Methyl tetrahydrofurane) is usually produced as a racemic mixture.
2-METHF (2-Methyl tetrahydrofurane) is usually synthesized by catalytic hydrogenation of furfural.
2-METHF (2-Methyl tetrahydrofurane) is produced by the acid-catalyzed digestion of pentosan sugars, C5 polysaccharides, in biomass.
Thus, the raw materials of 2-METHF (2-Methyl tetrahydrofurane) are renewable biomass rich with cellulose, hemicelluloses, and lignin, such as corncobs or bagasse and other plant and agricultural waste.
2-Methyltetrahydrofuran is mainly used as a higher boiling substitute for tetrahydrofuran as a specialty solvent.
2-METHF (2-Methyl tetrahydrofurane) is a valued solvent for low-temperature reactions.
2-Methyltetrahydrofuran forms a glass, which does not crystallize, and is frequently used as a solvent for spectroscopic studies at −196 °C.
Other common uses of 2-methyltetrahydrofuran is as a solvent for reagents used in organometallic and biphasic chemical processes, because of the oxygen atom's ability to coordinate to the magnesium ion component of the Grignard reagent, or to azeotropically dry products.
The use of 2-methyltetrahydrofuran provides very clean organic water phase separations.
2-METHF (2-Methyl tetrahydrofurane) is a popular, but costlier substitute for tetrahydrofuran.
2-METHF (2-Methyl tetrahydrofurane) is approved by the United States Department of Energy as an additive to gasoline.
2-METHF (2-Methyl tetrahydrofurane) and other furyl compounds (furfuryl alcohol, methylfuran, tetrahydrofufuryl alcohol) have a tendency to polymerize and are quite volatile.
2-Methyltetrahydrofuran itself, however, is more stable and less volatile, and thus is suitable for use as a motor fuel.
2-Methyltetrahydrofuran has been promoted as an ecologically-friendly alternative to THF.
Whereas 2-METHF (2-Methyl tetrahydrofurane) is more expensive, 2-METHF (2-Methyl tetrahydrofurane) may provide for greater overall process economy.
2-METHF (2-Methyl tetrahydrofurane) has solvating properties that are intermediate between diethyl ether and THF, has limited water miscibility, and forms an azeotrope with water on distillation.
2-METHF (2-Methyl tetrahydrofurane)s lower melting point makes it useful for lower temperature reactions, and 2-METHF (2-Methyl tetrahydrofurane)s higher boiling point allows procedures under reflux at higher temperatures (relative to THF).
2-METHF (2-Methyl tetrahydrofurane) is a natural product.
2-METHF (2-Methyl tetrahydrofurane) appears as a colorless liquid with an ether-like odor.
2-METHF (2-Methyl tetrahydrofurane) has less dense than water.
2-METHF (2-Methyl tetrahydrofurane) vapors heavier than air.
2-METHF (2-Methyl tetrahydrofurane) is used to make other chemicals and as a solvent.
2-METHF (2-Methyl tetrahydrofurane) is a clear, colorless liquid.
2-METHF (2-Methyl tetrahydrofurane) is used as a specialty solvent, mainly as a higher boiling substitute for Tetrahydrofuran.
2-METHF (2-Methyl tetrahydrofurane) is a commercially available solvent that is produced from renewable resources.
The properties of 2-METHF (2-Methyl tetrahydrofurane) place it between tetrahydrofuran (THF) and diethyl ether in solvent polarity and Lewis base strength.
In many cases, 2-METHF (2-Methyl tetrahydrofurane) can replace THF in organometallic reactions.
The formation and reaction of reagents in 2-METHF (2-Methyl tetrahydrofurane) and THF are similar.
2-METHF (2-Methyl tetrahydrofurane) can be used as a solvent for low-temperature lithiation, for lithium aluminum hydride reductions, for the Reformatsky reaction, and for metal-catalyzed coupling reactions.
2-METHF (2-Methyl tetrahydrofurane) is also a good substitute for dichloromethane in biphasic reactions.
2-METHF (2-Methyl tetrahydrofurane) is a bio-based solvent that is recognized as the most favorable of ether solvents.
The relatively high boiling point (80˚C) and low melting point (-137˚C) provide a broad temperature range for a myriad of processing conditions.
2-METHF (2-Methyl tetrahydrofurane) has a favorable azeotrope with water providing easy options for recycling due to its low (4%) water solubility.
2-METHF (2-Methyl tetrahydrofurane) also eliminates the need for an extraction solvent during process work up, as Viridisol® M separates cleanly from water, allowing for easy recovery to an anhydrous form for recycle, all of which minimizes production costs and reduces waste.
2-METHF (2-Methyl tetrahydrofurane) has an enhanced stability in the presence of a strong base such as organolithium and is known to stabilize organometallic reagents in hydrocarbon solvents.
2-METHF (2-Methyl tetrahydrofurane) has been demonstrated to increase process yields in certain chemical reactions, particularly.
2-METHF (2-Methyl tetrahydrofurane) is a highly flammable mobile liquid.
2-METHF (2-Methyl tetrahydrofurane) is mainly used as a replacement for THF in specialized applications for its better performance, such as to obtain higher reaction temperatures, or easier separations.
2-METHF (2-Methyl tetrahydrofurane) is derived from furfural and is usable as a biofuel.
2-METHF (2-Methyl tetrahydrofurane) has been promoted as a more ecologically-friendly alternative to THF.
Whereas 2-METHF (2-Methyl tetrahydrofurane) is more expensive, 2-METHF (2-Methyl tetrahydrofurane) may provide for greater overall process economy.
2-METHF (2-Methyl tetrahydrofurane) has solvating properties that are intermediate between diethyl ether and THF, has limited water miscibility, and forms an azeotrope with water on distillation.
2-METHF (2-Methyl tetrahydrofurane)s lower melting point makes it useful for lower temperature reactions, and its higher boiling point allows procedures under reflux at higher temperatures (relative to THF).
2-METHF (2-Methyl tetrahydrofurane) has become a broadly used (biogenic) solvent in organic synthesis, particularly with promising applications in biocatalysis, due to its excellent behaviour and favourable properties.
2-METHF (2-Methyl tetrahydrofurane) may be derived from renewable sources such as furfural or levulinic acid and its low water solubility facilitates its complete recovery in reactions in aqueous media, reducing wastes and simplifying the recycling and reuse.
2-METHF (2-Methyl tetrahydrofurane) properties typically outperform those of traditional solvents (such as THF), enabling its application in a wide range of chemical and enzymatic synthetic processes.
2-METHF (2-Methyl tetrahydrofurane) is an excellent substitute for Tetrahydrofuran (THF) due to its better performance.
2-METHF (2-Methyl tetrahydrofurane)s physical and chemical properties make it appealing for applications in syntheses involving organometallics, organocatalysis, and biotransformations or for processing lignocellulosic materials.
The relatively high boiling point (80˚C) and low melting point (-137˚C) provide a broad temperature range for a myriad of reaction conditions.
2-METHF (2-Methyl tetrahydrofurane) builds a favorable azeotrope with water, providing easy options for recycling due to its low water solubility.
2-METHF (2-Methyl tetrahydrofurane) is inversely soluble.
2-METHF (2-Methyl tetrahydrofurane)s solubility decreases with increasing temperature, which is a rare property.
2-METHF (2-Methyl tetrahydrofurane) also eliminates the need for an extraction solvent during reaction work up, as 2-MeTHF separates cleanly from water, all of which minimizes production costs and reduces waste.
2-METHF (2-Methyl tetrahydrofurane) behaves like THF as a Lewis base in organometallic reactions.
2-METHF (2-Methyl tetrahydrofurane) has been promoted as an ecologically friendly alternative to THF.
2-METHF (2-Methyl tetrahydrofurane) can be derived from renewable resources (e.g., furfural or levulinic acid) and is a promising alternative solvent in the search for environmentally benign synthesis strategies.
2-METHF (2-Methyl tetrahydrofurane) is a readily available, inexpensive, neoteric, bio-based solvent.
2-METHF (2-Methyl tetrahydrofurane) has been adopted across a wide range of chemical processes including the batch manufacture of fine chemicals, enzymatic polycondensations and ring opening polymerizations.
2-METHF (2-Methyl tetrahydrofurane) is a volatile cyclic ether generated by the chemo-catalytic treatment of biomass and has been touted as the most successful neoteric bio-based solvent.
2-METHF (2-Methyl tetrahydrofurane) has been characterised for biological applications and used in several laboratory-scale chemical processes.
2-METHF (2-Methyl tetrahydrofurane) can be used as a solvent for low-temperature lithiation, for lithium aluminum hydride reductions, for the Reformatsky reaction, and for metal-catalyzed coupling reactions.
2-METHF (2-Methyl tetrahydrofurane) is also a good substitute for dichloromethane in biphasic reactions.
2-METHF (2-Methyl tetrahydrofurane) also acts as a solvent for Grignard reagent in organometallic reactions.
In addition to this, 2-METHF (2-Methyl tetrahydrofurane) plays an important role as a motor fuel.
2-METHF (2-Methyl tetrahydrofurane) may be used as solvent for phosphatidylserine synthesis.
2-METHF (2-Methyl tetrahydrofurane) may be used as an alternative solvent.
2-METHF (2-Methyl tetrahydrofurane) is a bio-based solvent that is recognized as the most favorable of ether solvents.
The relatively high boiling point (80 C) and low melting point provide a broad temperature range for a myriad of processing conditions.
2-METHF (2-Methyl tetrahydrofurane) is a potential greener solvent alternative for organic synthesis.
2-METHF (2-Methyl tetrahydrofurane) shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries.
2-METHF (2-Methyl tetrahydrofurane)s polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether.
The ring opening reaction of 2-METHF (2-Methyl tetrahydrofurane) has been studied using acid chloride and iodide.
2-METHF (2-Methyl tetrahydrofurane) acts as a solvent in organic synthesis.
2-METHF (2-Methyl tetrahydrofurane) is considered as a replacement for terahydrofuran due to its higher reaction temperature and easy separation after reaction.
2-METHF (2-Methyl tetrahydrofurane) is also useful in the electrolyte formulation for secondary lithium electrodes and as a component in alternative fuels.
Further, 2-METHF (2-Methyl tetrahydrofurane) is used as a solvent for spectroscopic studies at -1960C.
2-METHF (2-Methyl tetrahydrofurane) also acts as a solvent for Grignard reagent in organometallic reactions.
In addition to this, 2-METHF (2-Methyl tetrahydrofurane) plays an important role as a motor fuel.
2-METHF (2-Methyl tetrahydrofurane) is a biomass derived solvent.
2-METHF (2-Methyl tetrahydrofurane) is a potential greener solvent alternative for organic synthesis.
2-METHF (2-Methyl tetrahydrofurane) shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries.
2-METHF (2-Methyl tetrahydrofurane)s polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether.
The ring opening reaction of 2-METHF (2-Methyl tetrahydrofurane) has been studied using acid chloride and iodide to form secondary chlorides and primary iodides respectively.
This process can be suppressed by adding butylated hydroxytoluene as a stabilizer.
2-METHF (2-Methyl tetrahydrofurane) removes the free radicals required for the peroxide formation.
USES:
2-METHF (2-Methyl tetrahydrofurane) may be used as solvent for phosphatidylserine synthesis.
2-METHF (2-Methyl tetrahydrofurane) may be used as an alternative solvent to:
-2-METHF (2-Methyl tetrahydrofurane) in the C-C bond forming reactions catalyzed by lyase enzyme.
-2-METHF (2-Methyl tetrahydrofurane) in the reaction between reagents and carbonyl compounds.
-Methylene chloride in some biphase reactions.
PHYSICAL AND CHEMICAL PROPERTIES:
-Boiling point: 78 °C (1013 hPa)
-Density: 0.855 g/cm3 (20 °C)
-Explosion limit: 1.2 - 5.7 %(V)
-Flash point: -10.0 °C
-Ignition temperature: 270 °C
-Melting Point: -136 °C
-Vapor pressure: 136 hPa (20 °C)
-Solubility: 150 g/l
SPECIFICATION:
-Appearance (Clarity): Clear
-Appearance (Colour): Pale yellow
-Appearance (Form): Liquid
-Assay (GC): min. 98%
-Density (g/ml) @ 20°C: 0.854-0.856
-Refractive Index (20°C): 1.405-1.406
-Boiling Range: 78-80°C
TECHNICAL INFORMATION:
-Physical State: Liquid
-Solubility: Soluble in water (150 mg/ml).
-Storage: Store at room temperature
-Melting Point: -136° C
-Boiling Point: 78-80° C (lit.)
-Density: 0.86 g/mL at 25° C (lit.)
-Refractive Index: n20D 1.41 (lit.)
STORAGE:
Store below +30°C.
SYNONYM:
2-Methyloxolane
Methyltetrahydrofuran
Tetrahydro-2-methylfuran
Tetrahydrosylvan
Furan, tetrahydro-2-methyl-
Furan, 2-methyl-tetrahydro-
2-methyl tetrahydrofuran
25265-68-3
Furan, tetrahydromethyl-
2-MeTHF
MFCD00005367
methyl tetrahydrofuran
(R)-2-methyltetrahydrofuran
2-methyl-tetrahydrofuran
NSC 2115
EINECS 202-507-4
2-methyl-tetrahydro-furan
BRN 0102448
Tetrahydrosilvan
AI3-25425
CCRIS 8717
2-Methylfuranidine
MeTHF
UN2536
