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185930

Sigma-Aldrich

Furfuryl alcohol

98%

Synonym(s):

2-(Hydroxymethyl)furan

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About This Item

Empirical Formula (Hill Notation):
C5H6O2
CAS Number:
Molecular Weight:
98.10
Beilstein:
106291
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39150701
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.4 (vs air)

Quality Level

vapor pressure

0.5 mmHg ( 20 °C)
1 mmHg ( 32 °C)
5.5 mmHg ( 55 °C)

Assay

98%

form

liquid

autoignition temp.

915 °F

expl. lim.

16.3 %

refractive index

n20/D 1.486 (lit.)

bp

170 °C (lit.)

mp

−29 °C (lit.)

solubility

alcohol: soluble
benzene: soluble
chloroform: soluble
diethyl ether: very soluble
water: miscible

density

1.135 g/mL at 25 °C (lit.)

SMILES string

OCc1ccco1

InChI

1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2

InChI key

XPFVYQJUAUNWIW-UHFFFAOYSA-N

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General description

Furfuryl alcohol is an efficient trapping agent for singlet oxygen determination in natural waters. Mechanism of acid-catalyzed polycondensation of furfuryl alcohol has been investigated.

Furfuryl alcohol is a furan derivative widely used as a singlet oxygen trapping agent and food additive. Building block for resins, adhesives and coatings.

Application

Furfuryl alcohol has been used as a carbon source in the synthesis of titanium carbide nanofibers/nanoribbons, applicable in the carbide-derived carbon (CDC) material preparation.
It can also be used:
  • As a starting material to synthesize ethyl levulinate, a biofuel from lignocellulosic residues.
  • To prepare colloidal microporous carbon spheres, applicable as adsorbents and catalyst supports.
  • As a starting material to prepare cyclopentanone through aqueous phase hydrogenation reaction using metal catalysts.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Nose, Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Singlet oxygen in surface waters-Part I: Furfuryl alcohol as a trapping agent.
Haag WR, et al.
Chemosphere, 13(5), 631-640 (1984)
Acid-catalyzed polycondensation of furfuryl alcohol: mechanisms of chromophore formation and cross-linking.
Choura M, et al.
Macromolecules, 29(11), 3839-3850 (1996)
Conversion of furfuryl alcohol to ethyl levulinate using porous aluminosilicate acid catalysts
Neves P, et al.
Catalysis Today, 218(5), 76-84 (2013)
Chun Kwan Tsang et al.
ACS nano, 6(12), 10546-10554 (2012-11-03)
A stable, label-free optical biosensor based on a porous silicon-carbon (pSi-C) composite is demonstrated. The material is prepared by electrochemical anodization of crystalline Si in an HF-containing electrolyte to generate a porous Si template, followed by infiltration of poly(furfuryl) alcohol
Organocatalytic synthesis of highly substituted furfuryl alcohols and amines.
J Stephen Clark et al.
Angewandte Chemie (International ed. in English), 51(48), 12128-12131 (2012-10-26)

Protocols

Separation of 5-Hydroxymethyl-2-furaldehyde; Furfuryl alcohol; Furfural; 2-Furyl methyl ketone; 5-Methyl-2-furaldehyde

HPLC Analysis of Furans on Ascentis® Express C18

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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