ChemicalBook > Product Catalog >Organic Chemistry >Alcohols,Phenols,Phenol alcohols >Alcohol derivatives >Tetrahydrofurfuryl alcohol

Tetrahydrofurfuryl alcohol

Tetrahydrofurfuryl alcohol Structure
CAS No.
97-99-4
Chemical Name:
Tetrahydrofurfuryl alcohol
Synonyms
THFA;Tetrahydrofurfuryl;TETRAHYDRO-2-FURANMETHANOL;Oxolane-2-methanol;2-Hydroxymethyl oxolane;Tetrahydrofuran methanol;Tetrahydro-2-furylmethanol;Tetrahydrofurfruyl Alcohol;(tetrahydro-furan-2-yl)-methanol;qothfa
CBNumber:
CB6414751
Molecular Formula:
C5H10O2
Molecular Weight:
102.13
MOL File:
97-99-4.mol
MSDS File:
SDS
Modify Date:
2024/8/7 19:09:42

Tetrahydrofurfuryl alcohol 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)
refractive index n20/D 1.452(lit.)
FEMA 3056 | TETRAHYDROFURFURYL ALCOHOL
Flash point 183 °F
storage temp. Store below +30°C.
solubility acetone: miscible(lit.)
form Liquid
pka 14.44±0.10(Predicted)
color Clear
Odor at 100.00 %. vegetable cauliflower faint warm oily caramel
Odor Type vegetable
explosive limit 1.5-9.7%(V)
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,9213
JECFA Number 1443
BRN 102723
Dielectric constant 13.48
InChIKey BSYVTEYKTMYBMK-UHFFFAOYSA-N
LogP -0.14 at 24.7℃
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H319-H360Df
Precautionary statements  P201-P202-P264-P280-P305+P351+P338-P308+P313
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
Toxicity LD50 orally in Rabbit: 1600 mg/kg
NFPA 704
2
2 0

Tetrahydrofurfuryl alcohol price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W305618 Tetrahydrofurfuryl alcohol ≥98% 97-99-4 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W305618 Tetrahydrofurfuryl alcohol ≥98% 97-99-4 1KG ₹6852.23 2022-06-14 Buy
Sigma-Aldrich(India) W305618 Tetrahydrofurfuryl alcohol ≥98% 97-99-4 10KG ₹22418.58 2022-06-14 Buy
Sigma-Aldrich(India) W305618 Tetrahydrofurfuryl alcohol ≥98% 97-99-4 25KG ₹42650.5 2022-06-14 Buy
Sigma-Aldrich(India) T12653 Tetrahydrofurfuryl alcohol 98% 97-99-4 500ML ₹3344.93 2022-06-14 Buy
Product number Packaging Price Buy
W305618 1SAMPLE-K ₹5141.88 Buy
W305618 1KG ₹6852.23 Buy
W305618 10KG ₹22418.58 Buy
W305618 25KG ₹42650.5 Buy
T12653 500ML ₹3344.93 Buy

Tetrahydrofurfuryl alcohol Chemical Properties,Uses,Production

Chemical Properties

Tetrahydrofurfuryl alcohol is a colorless to light yellow hygroscopic liquid that has a faint, warm, oily, caramellic odor with a coffee and nut-like flavor at very low levels (0.03 to 1 ppm). Miscible with water, ethanol, ether, acetone, chloroform and benzene, insoluble in paraffin hydrocarbons. It has an extensive history of use as a highly versatile, high purity solvent.

Occurrence

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

Uses

Tetrahydrofurfuryl alcohol is used extensively in various industries as a high-purity, water miscible solvent, and as a chemical intermediate. It was used as Solvent for vinyl resins; dyes for leather; chlorinated rubber; cellulose esters; solvent softener for nylon; vegetable oils; coupling agent; organic synthesis.

Definition

ChEBI: Tetrahydrofurfuryl alcohol is a primary alcohol that is methanol in which one of the hydrogens of the methyl group has been replaced by a tetrahydrofuran-2-yl group. It has a role as a protic solvent. It is a primary alcohol and a member of oxolanes.

Application

Tetrahydrofurfuryl alcohol (THFA) is generally regarded as a "green" solvent in industrial applications. THFA is a low cost, biodegradable solvent mainly used as a reactive diluent for epoxy resins and is a good solvent for many of the curative and catalysts used in epoxy formulations. It is also used in the following applications:
Tetrahydrofurfuryl alcohol undergoes chemoselective hydrogenolysis catalyzed by Rh/SiO2 modified with ReOx species to yield 1,5-pentanediol. It undergoes lanthanum-mediated Michael-type addition reaction with maleate to form alkoxybutanedioic acid.
Tetrahydrofurfuryl alcohol was used as refractive-index matching solvent to ensure hard sphere suspension of silica particles for rheological measurements.
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.

Preparation

Tetrahydrofurfuryl alcohol is produced by catalytic reduction of furfural with Raney-Ni; also by destructive hydrogenation of lignin.

General Description

Tetrahydrofurfuryl alcohol appears as a clear colorless liquid with a mild odor. 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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