Furfuryl alcohol

From Wikipedia, the free encyclopedia
Furfuryl alcohol[1]
IUPAC name

2-furanmethanol

Other names

2-furancarbinol

Identifiers
CAS number 98-00-0 YesY
PubChem 7361
ChemSpider 7083 YesY
UNII D582054MUH YesY
ChEBI CHEBI:207496 YesY
ChEMBL CHEMBL308187 YesY
Jmol-3D images Image 1
Properties
Molecular formula C5H6O2
Molar mass 98.10 g/mol
Density 1.128 g/cm3
Melting point −29 °C; −20 °F; 244 K
Boiling point 170 °C; 338 °F; 443 K
Solubility in water miscible
Hazards
MSDS External MSDS
NFPA 704
2
3
1
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Furfuryl alcohol, also called 2-furylmethanol or 2-furancarbinol, is an organic compound containing a furan substituted with a hydroxymethyl group. It is a clear colorless liquid when pure, but becomes amber colored upon prolonged standing. It possesses a faint burning odor and a bitter taste. It is miscible with but unstable in water. It is soluble in common organic solvents. Upon treatment with acids, heat and/or catalysts, furfuryl alcohol can be made to polymerize into a resin, poly(furfuryl alcohol).

Furfuryl alcohol is manufactured industrially by the catalytic reduction of furfural which is obtained from corncob and sugar cane bagasse. It finds use as a solvent, but is primarily used as an ingredient in the manufacture of various chemical products such as foundry resins, adhesives, and wetting agents.

Furfuryl alcohol has been used in rocketry as a fuel which ignites hypergolically (immediately and energetically in contact) with white fuming nitric acid or red fuming nitric acid oxidizer.[2] The use of hypergolics avoids the need for an igniter. In fall of 2012, Spectra, a concept liquid rocket engine using white fuming nitric acid as the oxidizer to furfuryl alcohol fuel was static tested by Copenhagen Suborbitals.[3][4]

Furfuryl alcohol is probably a BK channel agonist.

Because of its low molecular weight, furfuryl alcohol can impregnate the cells of wood, where it can be polymerized and bonded with the wood by heat, radiation, and/or catalysts or additional reactants. The treated wood has improved moisture-dimensional stability, hardness, and decay and insect resistance; catalysts can include zinc chloride, citric or formic acid, or borates.[5][6]

Uses

The major use of furfuryl alcohol is in the production of resins for bonding foundry sands for production of cores and molds.[citation needed] The binder system contains furfuryl alcohol in monomer or polymer form.

References

  1. ↑ Merck Index, 11th Edition, 4215.
  2. ↑ Ignition Catalysts for Furfuryl Alcohol—Red Fuming Nitric Acid Bipropellant AIAA Journal Vol 8, No. 5 Pg 988.
  3. ↑ Madsen, Peter. "Spectra-testen". Retrieved September 10, 2012. 
  4. ↑ http://copenhagensuborbitals.com/public/spectra.pdf The Spectra engine test report pdf
  5. ↑ Stamm, Alfred (June 1, 1977). "Dimensional Stabilization of Wood with Furfuryl Alcohol Resin". Wood Technology: Chemical Aspects. AMERICAN CHEMICAL SOCIETY. pp. 141–149. 
  6. ↑ Ergun Baysal et al (21 Aug 2004). "Dimensional stabilization of wood treated with furfuryl alcohol catalysed by borates". Wood Science & Technology 38 (6). 

External links

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