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Tetrahydrofurfuryl alcohol

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Tetrahydrofurfuryl alcohol Basic information

Product Name:
Tetrahydrofurfuryl alcohol
Synonyms:
  • TETRAHYDROFURFURYL ALCOHOL FCC
  • tetrahydro-2-furylmethanol tetrahydrofurfuryl alcohol
  • Tetrahydrofurfruyl Alcohol
  • 2-Hydroxymethyl oxolane
  • 2-Oxolanemethanol
  • Oxolane-2-methanol
  • Tetrahydrofuran-2-methanol
  • Tetrahydrofurfuryl a
CAS:
97-99-4
MF:
C5H10O2
MW:
102.13
EINECS:
202-625-6
Product Categories:
  • Pharmaceutical intermediates
  • fine chemical
  • Building Blocks
  • C4 to C7
  • Chemical Synthesis
  • Solvent for fats, waxes, resins, in organic synthesis.
  • Furan&Benzofuran
  • Furans
  • Heterocyclic Building Blocks
Mol File:
97-99-4.mol
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Tetrahydrofurfuryl alcohol Chemical Properties

Melting point:
-80 °C (lit.)
Boiling point:
178 °C (lit.)
Density 
1.054 g/mL at 25 °C (lit.)
vapor density 
3.52 (vs air)
vapor pressure 
2.3 mm Hg ( 39 °C)
FEMA 
3056 | TETRAHYDROFURFURYL ALCOHOL
refractive index 
n20/D 1.452(lit.)
Flash point:
183 °F
storage temp. 
Store below +30°C.
solubility 
acetone: miscible(lit.)
pka
14.44±0.10(Predicted)
form 
Liquid
color 
Clear
explosive limit
1.5-9.7%(V)
Water Solubility 
soluble
Sensitive 
Hygroscopic
JECFA Number
1443
Merck 
14,9213
BRN 
102723
InChIKey
BSYVTEYKTMYBMK-UHFFFAOYSA-N
CAS DataBase Reference
97-99-4(CAS DataBase Reference)
NIST Chemistry Reference
2-Furanmethanol, tetrahydro-(97-99-4)
EPA Substance Registry System
Tetrahydrofurfuryl alcohol (97-99-4)
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Safety Information

Hazard Codes 
Xi,T
Risk Statements 
36-62-61
Safety Statements 
39-36/37/39
RIDADR 
NA 1993 / PGIII
WGK Germany 
2
RTECS 
LU2450000
Autoignition Temperature
282 °C
TSCA 
Yes
HS Code 
29321300
Hazardous Substances Data
97-99-4(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1600 mg/kg

MSDS

  • Language:English Provider:THFA
  • Language:English Provider:SigmaAldrich
  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
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Tetrahydrofurfuryl alcohol Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Chemical Properties

Tetrahydrofurfuryl alcohol has a faint, warm, oily, caramellic odor with a coffee and nut-like flavor at very low levels (0.03 to 1 ppm).

Occurrence

Reported found in shoyu (fermented soya hydrolysate), coffee and fresh mango.

Uses

Tetrahydrofurfuryl alcohol may be used as an analytical reference standard for the quantification of the analyte in rats and smoke flavoring from rice husk using chromatography techniques.

Uses

Tetrahydrofurfuryl alcohol was used as refractive-index matching solvent to ensure hard sphere suspension of silica particles for rheological measurements.

Uses

Solvent for vinyl resins; dyes for leather; chlorinated rubber; cellulose esters; solvent softener for nylon; vegetable oils; coupling agent; organic synthesis.

Preparation

By catalytic reduction of furfural with Raney-Ni; also by destructive hydrogenation of lignin.

General Description

A clear colorless liquid with a mild odor. Flash point 167°F. Vapors are heavier than air.

Air & Water Reactions

Denser than water and soluble in water.

Reactivity Profile

Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73. 1967; J, Org. Chem. 28:1893. 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous- carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Carcinogenicity

Tetrahydro-2-furanmethanol was not mutagenic to S. typhimurium strains TA100, TA1535, TA1537, or TA98 in an in vitro gene mutation assay or to E. coliWP2uvrA/pKM101 with or withoutmetabolic activation. No chromosomal aberrations or polypoidy were observed when tetrahydro-2-furanmethanol was added to cultured Chinese hamster lung cells with or without metabolic activation .

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