Tetrahydrofurfuryl alcohol

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]

Tetrahydrofurfuryl alcohol
Names
Preferred IUPAC name
(Oxolan-2-yl)methanol
Other names
Tetrahydrofuran-2-yl methanol; Tetrahydro-2-furanyl methanol; THFA
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.387
RTECS number
  • LU2450000
UNII
  • InChI=1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2
    Key: BSYVTEYKTMYBMK-UHFFFAOYSA-N
  • C1CC(OC1)CO
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).
Infobox references

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.[3]

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.
  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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. "Natural Resins Products THFA". SilvaTeam. 2022.
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