2-Methyltetrahydrofuran
SIAL/414247 - BioRenewable, anhydrous, ≥99.0%, contains 250 ppm BHT as stabilizer
Synonym: 2-MeTHF; Tetrahydro-
CAS Number: 96-47-9
Empirical Formula (Hill Notation): C5H10O
Molecular Weight: 86.13
EC Number: 202-507-4
MDL Number: MFCD00005367
Linear Formula: C5H10O
Product Type: Chemical
Anhydrous, Sureseal
Anhydrous, Sureseal
12 Principles of Green Chemistry: Principle 5—Safer Solvents and Auxiliaries. This product utilizes reduced volumes of auxiliary substances that are less hazardous.
12 Principles of Green Chemistry: Principle 7—A raw material or feedstock should be renewable rather than depleting whenever technically and economically practicable.
| assay | ≥99.0% |
| bp | 78-80 °C (lit.) |
| contains | 250 ppm BHT as stabilizer |
| density | 0.86 g/mL at 25 °C (lit.) |
| evapn. residue | <0.0003% |
| expl. lim. | 0.34-6.3 % |
| form | liquid |
| grade | anhydrous |
| greener alternative category | Aligned  , Aligned |
| greener alternative product characteristics | Safer Solvents and Auxiliaries Use of Renewable Feedstocks Learn more about the Principles of Green Chemistry . |
| impurities | <0.002% water |
| <0.005% water (100 mL pkg) | |
| InChI | 1S/C5H10O/c1-5-3-2-4-6-5/ |
| InChI key | JWUJQDFVADABEY-UHFFFAOYSA |
| mp | -136 °C |
| Quality Level | 100 |
| refractive index | n |
| SMILES string | CC1CCCO1 |
| 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. |
| Application: | Green Alternatives to DCM and THF from Renewable resources 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 |
| 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. |
| Legal Information: | Pure-Pac is a registered trademark of Sigma-Aldrich Co. LLC |
| 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™ |
| Packaging: | 100, 12×100 mL in Sure/Seal™ |
| Packaging: | 200 L in Pure-Pac™ 2 |
| Packaging: | View returnable container options . |
| Symbol |    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 Codes | F |
| Risk Statements | 11-22-38-41 |
| Safety Statements | 26-39 |
| RIDADR | UN 2536 3 / PGII |
| WGK Germany | WGK 2 |
| Flash Point(F) | 14.0 °F - closed cup |
| Flash Point(C) | -10.0 °C - closed cup |
| Supplemental Hazard Statements | EUH019 |
| Purity | ≥99.0% |
| bp | 78-80 °C (lit.) |
| mp | -136 °C |
| Density | 0.86 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352005 |