414247

2-Methyltetrahydrofuran

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

• Synonym(s): 2-MeTHF, Tetrahydro-2-methylfuran, Tetrahydrosilvan
• Empirical Formula (Hill Notation): C₅H₁₀O
• CAS Number: 96-47-9
• Molecular Weight: 86.13
• Beilstein: 102448
• EC Number: 202-507-4
• MDL number: MFCD00005367
• UNSPSC Code: 12352005
• PubChem Substance ID: 57650057
• NACRES: NA.07

Properties

• grade: anhydrous
• Quality Level: 100
• Assay: ≥99.0%
• form: liquid
• contains: 250 ppm BHT as stabilizer
• expl. lim.: 0.34-6.3 %
• greener alternative product characteristics: Safer Solvents and Auxiliaries; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• 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.)
• mp: -136 °C
• density: 0.86 g/mL at 25 °C (lit.)
• greener alternative category: Aligned,
• SMILES string: CC1CCCO1
• InChI: 1S/C5H10O/c1-5-3-2-4-6-5/h5H,2-4H2,1H3
• InChI key: JWUJQDFVADABEY-UHFFFAOYSA-N

Description

General description

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 a biorenewable and thus aligns with "Safer Solvents and Auxiliaries" and "Use of Renewable Feedstocks". Click here for more information.
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.

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

Organic Solar Cells

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

Features and Benefits

Greener alternative for THF, DCM, DMSO, and MTBE

Packaging

View returnable container options.

Other Notes

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

Legal Information

Pure-Pac is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS02,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H302,H315,H318
• Precautionary Statements: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2
• Supplementary Hazards: EUH019
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 14.0 °F - closed cup
• Flash Point(C): -10.0 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves