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2-Methyltetrahydrofuran (CAS 96-47-9)

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Alternate Names:
2-MeTHF; Tetrahydrosilvan
Application:
2-Methyltetrahydrofuran is a biomass-derived organic chemistry solvent
CAS Number:
96-47-9
Purity:
≥98%
Molecular Weight:
86.13
Molecular Formula:
C5H10O
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Methyltetrahydrofuran (2-MeTHF) is a heterocyclic ether with the chemical formula C5H10O. Structurally, it is a derivative of tetrahydrofuran (THF), with a methyl group added to the second carbon of the five-membered ring. This modification significantly enhances its chemical stability and alters its solvent properties. As a solvent, 2-MeTHF is highly prized in both academic and industrial settings for its excellent solvating capabilities, particularly for organometallic compounds, which are often sensitive to the presence of water or other more reactive solvents. Its low miscibility with water and high stability under acidic or basic conditions make it particularly useful in Grignard reactions, lithium reagent applications, and other highly reactive chemical environments. In research, 2-MeTHF has been employed extensively in the synthesis of pharmaceuticals and agrochemicals, where it acts as a greener alternative to traditional ethers like diethyl ether or THF itself. Its lower toxicity and more favorable environmental profile, coupled with a high boiling point and excellent performance in low-temperature reactions, also make it a solvent of choice for new materials synthesis, such as polymers and complex organic molecules. Moreover, its use in electrochemical applications, particularly in the preparation of lithium batteries, has been explored due to its ability to dissolve electrolytes and its good electrochemical stability.


2-Methyltetrahydrofuran (CAS 96-47-9) References

  1. Efficient synthesis of phosphatidylserine in 2-methyltetrahydrofuran.  |  Duan, ZQ. and Hu, F. 2013. J Biotechnol. 163: 45-9. PMID: 23142513
  2. The Role of the Hydrogen Source on the Selective Production of γ-Valerolactone and 2-Methyltetrahydrofuran from Levulinic Acid.  |  Obregón, I., et al. 2016. ChemSusChem. 9: 2488-95. PMID: 27483194
  3. Regioselective enzymatic acylation of pharmacologically interesting nucleosides in 2-methyltetrahydrofuran, a greener substitute for THF  |  Simeó, Y., Sinisterra, J. V., & Alcántara, A. R. 2009. Green Chemistry. 11(6): 855-862.
  4. Enzyme-catalyzed C–C bond formation using 2-methyltetrahydrofuran (2-MTHF) as (co)solvent: efficient and bio-based alternative to DMSO and MTBE  |  Shanmuganathan, S., Natalia, D., van den Wittenboer, A., Kohlmann, C., Greiner, L., & de Maria, P. D. 2010. Green Chemistry. 12(12): 2240-2245.
  5. Physical solvent extraction of levulinic acid from dilute aqueous solution with 2-methyltetrahydrofuran  |  Laitinen, A. T., Penttilä, K. J., & Kaunisto, J. M. 2016. Separation Science and Technology. 51(3): 465-473.
  6. Cascade Strategy for the Tunable Catalytic Valorization of Levulinic Acid and γ-Valerolactone to 2-Methyltetrahydrofuran and Alcohols  |  Licursi, D., Antonetti, C., Fulignati, S., Giannoni, M., & Raspolli Galletti, A. M. 2018. Catalysts. 8(7): 277.
  7. Shock tube investigation of methyl tert butyl ether and methyl tetrahydrofuran high-temperature kinetics  |  Jouzdani, S., Zheng, X., Zhou, A., & Akih‐Kumgeh, B. 2019. International Journal of Chemical Kinetics. 51(11): 848-860.
  8. 2-Methyltetrahydrofuran (2-MeTHF) as a versatile green solvent for the synthesis of amphiphilic copolymers via ROP, FRP, and RAFT tandem polymerizations  |  Englezou, G., Kortsen, K., Pacheco, A. A., Cavanagh, R., Lentz, J. C., Krumins, E.,.. & Taresco, V. 2020. Journal of Polymer Science. 58(11): 1571-1581.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Methyltetrahydrofuran, 100 ml

sc-238158
100 ml
$44.00

2-Methyltetrahydrofuran, 500 ml

sc-238158A
500 ml
$94.00