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414247 Sigma-Aldrich

2-Methyltetrahydrofuran Green Alternative

anhydrous, ≥99.0%, contains 250 ppm BHT as stabilizer

Synonym: 2-MeTHF, Tetrahydro-2-methylfuran, Tetrahydrosilvan

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Properties

Related Categories Anhydrous Solvents, Greener Solvent Alternatives, Solvent by Type, Solvent Bottles, Solvent Packaging Options,
grade   anhydrous
InChI Key   JWUJQDFVADABEY-UHFFFAOYSA-N
assay   ≥99.0%
contains   250 ppm BHT as stabilizer
greener alternative product characteristics   Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.
impurities   <0.002% water
  <0.005% water (100 mL pkg)
evapn. residue   <0.0003%
refractive index   n20/D 1.406(lit.)
bp   78-80 °C(lit.)
density   0.86 g/mL at 25 °C(lit.)

Description

Other Notes

Pure-Pac® II containers require the Micromatic MacroValve coupler for dispensing solvents, Z560723.

Packaging

1, 6×1, 2, 4×2 L in Sure/Seal™

View returnable container options.

100, 12×100 mL in Sure/Seal™

200 L in Pure-Pac™ 2

Application

2-Methyltetrahydrofuran may be used as solvent for phosphatidylserine synthesis.
It may be used as an alternative solvent to:
• DMSO (dimethyl sulfoxide) or MTBE (methyl tertiary butyl ether) in the C-C bond forming reactions catalyzed by lyase enzyme.
• THF in the reaction between Grignard reagents and carbonyl compounds.
• Methylene chloride in some biphase reactions.

Green Alternatives to DCM and THF from Renewable resources

2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

General description

2-Methyltetrahydrofuran (2-MTHF), a 2-methyl substituted tetrahdrofuran, is a biomass derived solvent. It is a potential greener solvent alternative for organic synthesis. It shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries. Its polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether. The ring opening reaction of 2-MTHF has been studied using acid chloride and iodide to form secondary chlorides and primary iodides respectively. On long term storage, tetrahydrofuran 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.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
May form explosive peroxides.
RIDADR 
UN 2536 3 / PGII
WGK Germany 
2
RTECS 
LU2800000
Flash Point(F) 
14 °F
Flash Point(C) 
-10 °C
Protocols & Articles

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A new icon has been added to identify our Greener alternative products. Products with this icon fulfill one of the three criteria.
Keywords: Alternative energy, Ceramics, Environmental, Green chemistry, Materials Science, Nanomaterials, PAGE

Peer-Reviewed Papers
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