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
• grade: anhydrous
• Assay: ≥99.0%
• bp: 78-80 °C (lit.)

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.[1] It shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries.[2] Its polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether.[3] The ring opening reaction of 2-MTHF has been studied using acid chloride and iodide to form secondary chlorides and primary iodides respectively.[4] 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.[5]
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.[6]
• THF in the reaction between Grignard reagents and carbonyl compounds.[7]
• Methylene chloride in some biphase reactions.[8]

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