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Phase behavior Triple point: 164.76 K (−108.39 °C), ? Pa Critical point: 541 K (268 °C), 5190 kPa Std enthalpy change of fusion, Δ fus H o: 8.540 kJ/mol Std entropy change
Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH 2) 4 O. The compound is classified as heterocyclic compound , specifically a cyclic ether . It is a colorless, water- miscible organic liquid with low viscosity .
In terms of its structure, it consists of a tetrahydrofuran ring substituted in the 2-position with a hydroxymethyl group. It is a colorless liquid that is used as a specialty solvent and synthetic intermediate, e.g. to 3,4-dihydropyran. It is prepared by hydrogenation of furfural. [1] It is a precursor to 1,5-pentanediol. [2]
Additionally, 3-OH THF has been an intermediate to developmental drug substances, such as chemotherapy agents. For example, reaction of phosphorus pentasulfide with 3-hydroxytetrahydrofuran has been used in the synthesis of bis(O,O-di(tetrahydrofuran-3-yl)hydrogen dithiophosphate)platinum(II), a cisplatin analog.
2,2,5,5-tetramethyltetrahydrofuran (TMTHF) or 2,2,5,5-tetramethyloxolane (TMO) is a heterocyclic compound with the formula C 8 H 16 O, or (CH 3) 2 (C(CH 2) 2 OC)(CH 3) 2.It can be seen as derivative of tetrahydrofuran (oxolane) with four methyl groups replacing four hydrogen atoms on each of the carbon atoms in the ring that are adjacent to the oxygen.
2-Methyltetrahydrofuran (2-MeTHF) is an organic compound with the molecular formula C 5 H 10 O. It is a highly flammable, mobile liquid. It is mainly used as a replacement for Tetrahydrofuran (THF) in specialized applications for its better performance, such as to obtain higher reaction temperatures, or easier separations (as, unlike THF, it is not miscible with water).
263 °C [3] "• 30 g/L at 20 °C Medium: tert-butyl alcohol • 70 g/L at 20 °C Medium: Toluene • 130 g/L at 20 °C Medium: Hexane • 380 g/L at 20 °C Medium: Tetrahydrofuran • 50 g/L at 20 °C Medium: xylene • 110 g/L at 20 °C Medium: octane • 220 g/L at 20 °C Medium: Diethyl ether • 450 g/L at 20 °C Medium: Dimethylformamide
It is produced by polymerization of tetrahydrofuran as well as 1,4-butanediol. The product is commercially available as polymers of low average molecular weights , between 250 and 3000 daltons . In this form it is a white waxy solid that melts between 20 and 30 °C.