Furfuryl alcohol

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Furfuryl alcohol[1]
Structural formula of furfuryl alcohol
Ball-and-stick model of the furfuryl alcohol molecule
Names
IUPAC name
2-furanmethanol
Other names
2-furancarbinol
Identifiers
98-00-0 YesY
ChEBI CHEBI:207496 YesY
ChEMBL ChEMBL308187 YesY
ChemSpider 7083 YesY
Jmol 3D model Interactive image
PubChem 7361
UNII D582054MUH YesY
  • InChI=1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2 YesY
    Key: XPFVYQJUAUNWIW-UHFFFAOYSA-N YesY
  • InChI=1/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
    Key: XPFVYQJUAUNWIW-UHFFFAOYAV
  • c1cc(oc1)CO
Properties
C5H6O2
Molar mass 98.10 g/mol
Appearance colorless to amber liquid[2]
Odor burning odor[2]
Density 1.128 g/cm3
Melting point −29 °C (−20 °F; 244 K)
Boiling point 170 °C (338 °F; 443 K)
miscible
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
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.[3] 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.[4][5]

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.[6][7]

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.

It was also used for the first Lithium-ion batteries[citation needed].

References

  1. ↑ Merck Index, 11th Edition, 4215.
  2. ↑ 2.0 2.1 Cite error: Invalid <ref> tag; no text was provided for refs named PGCH
  3. ↑ Ignition Catalysts for Furfuryl Alcohol—Red Fuming Nitric Acid Bipropellant AIAA Journal Vol 8, No. 5 Pg 988.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ http://copenhagensuborbitals.com/public/spectra.pdf The Spectra engine test report pdf
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ Lua error in package.lua at line 80: module 'strict' not found.

External links

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