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Tetrahydrofurfuryl alcohol

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Tetrahydrofurfuryl alcohol
Names
Preferred IUPAC name (Oxolan-2-yl)methanol
Other names Tetrahydrofuran-2-yl methanol; Tetrahydro-2-furanyl methanol; THFA
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.387 Edit this at Wikidata
PubChem CID
RTECS number
  • LU2450000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2Key: BSYVTEYKTMYBMK-UHFFFAOYSA-N
SMILES
  • C1CC(OC1)CO
Properties
Chemical formula C5H10O2
Molar mass 102.133 g·mol
Appearance Colorless liquid
Density 1.0511 g/cm
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 , 100 kPa). Infobox references
Chemical compound

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. It is a precursor to 1,5-pentanediol.

Other uses

THFA is often used in epoxy resin formulations in either the epoxy component or amine hardener as well as other general resin applications.

External links

References

  1. 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.
  2. 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.
  3. "Natural Resins Products THFA". SilvaTeam. 2022.
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