Furfuryl alcohol

Furfuryl alcohol[1]
Identifiers
CAS number 98-00-0 Y
PubChem 7361
ChemSpider 7083 Y
UNII D582054MUH Y
ChEBI CHEBI:207496 Y
ChEMBL CHEMBL308187 Y
Jmol-3D images Image 1
Properties
Molecular formula C5H6O2
Molar mass 98.10 g/mol
Density 1.128 g/cm3
Melting point

-29 °C, 244 K, -20 °F

Boiling point

170 °C, 443 K, 338 °F

Solubility in water miscible
Hazards
MSDS External MSDS
NFPA 704
2
3
1
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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.

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.[3][4]

Kebonization is a commercially marketed wood-impregnation process using furfuryl alcohol. [5]

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. ^ Stamm, Alfred (June 1, 1977). "Dimensional Stabilization of Wood with Furfuryl Alcohol Resin". Wood Technology: Chemical Aspects. AMERICAN CHEMICAL SOCIETY. pp. 141–149. 
  4. ^ "Dimensional stabilization of wood treated with furfuryl alcohol catalysed by borates". Wood Science & Technology 38 (6). 21 Aug 2004. 
  5. ^ Kebonization

External links