Tetrahydrofurfuryl alcohol (original) (raw)

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Tetrahydrofurfuryl alcohol

Names
Preferred IUPAC name (Oxolan-2-yl)methanol
Other namesTetrahydrofuran-2-yl methanol; Tetrahydro-2-furanyl methanol; THFA
Identifiers
CAS Number 97-99-4
3D model (JSmol) Interactive image
ChemSpider 7082
ECHA InfoCard 100.002.387 Edit this at Wikidata
PubChem CID 7360
RTECS number LU2450000
UNII XD95821VF9
CompTox Dashboard (EPA) DTXSID1029128 Edit this at Wikidata
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−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

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.[1] It is a precursor to 1,5-pentanediol.[2]

THFA is often used in epoxy resin formulations in either the epoxy component or amine hardener as well as other general resin applications.[3]

  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.