Tetrahydrofurfuryl alcohol (THFA) is an organic compound with the formula HOCH2C4H7O. 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]
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Preferred IUPAC name
(Oxolan-2-yl)methanol | |
Other names
Tetrahydrofuran-2-yl methanol; Tetrahydro-2-furanyl methanol; THFA
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.002.387 |
PubChem CID
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RTECS number |
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C5H10O2 | |
Molar mass | 102.133 g·mol−1 |
Appearance | Colorless liquid |
Density | 1.0511 g/cm3 |
Boiling point | 178 °C (352 °F; 451 K) |
Hazards | |
Flash point | 83.9 °C (183.0 °F; 357.0 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Other uses
editTHFA is often used in epoxy resin formulations in either the epoxy component or amine hardener as well as other general resin applications.[3]
External links
editReferences
edit- ^ H. E. Hoydonckx; W. M. Van Rhijn; W. Van Rhijn; D. E. De Vos; P. A. Jacobs (2007). "Furfural and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a12_119.pub2. ISBN 978-3527306732.
- ^ Nakagawa, Yoshinao; Tomishige, Keiichi (2012). "Production of 1,5-Pentanediol from Biomass via Furfural and Tetrahydrofurfuryl Alcohol". Catalysis Today. 195: 136–143. doi:10.1016/j.cattod.2012.04.048.
- ^ "Natural Resins Products THFA". SilvaTeam. 2022.