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98-00-0

Basic Information
CAS No.: 98-00-0
Name: Furfuryl alcohol
Article Data: 451
Molecular Structure:
Molecular Structure of 98-00-0 (Furfuryl alcohol)
Formula: C5H6O2
Molecular Weight: 98.1014
Synonyms: 2-Furylcarbinol;alpha-Furylcarbinol;2-(Hydroxymethyl)furan;Furylcarbinol (VAN);Furfurylcarb;1/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H;Methanol, (2-furyl)-;2-Furfurylalkohol;5-17-03-00338 (Beilstein Handbook Reference);Furfuryl alcohol [UN2874] [Poison];.alpha.-Furylcarbinol;.alpha.-Furfuryl alcohol;2-Furanylmethanol;2-Furylmethanol;2-Furanmethanol;2-Furfuryl alcohol;Furfuralcohol;Furfurylalkohol;Furan-2-methanol;Furfurol (2-Furfuryl alcohol);Furylcarbinol;NCI-C56224;Furfuranol;2-Furfurylalkohol [Czech];FEMA No. 2491;
EINECS: 202-626-1
Density: 1.14 g/cm3
Melting Point: -29 °C
Boiling Point: 169.999 °C at 760 mmHg
Flash Point: 65 °C
Solubility: miscible with water
Appearance: clear yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22
Safety: 23-36/37/39
Transport Information: UN 2874 6.1/PG 3
PSA: 33.37000
LogP: 0.77190
Synthetic route
98-01-1

furfural

98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With Pt(3)Co(3)/C; hydrogen In water at 35℃; under 750.075 Torr; for 10h; Reagent/catalyst; Pressure; Temperature; Solvent; Concentration;100%
With HRO/TiO2; hydrogen In water at 150℃; under 15001.5 Torr; for 3h;100%
With hydrogen In isopropyl alcohol at 179.84℃; under 22502.3 Torr; for 1.25h; Reagent/catalyst;100%

C20H20BO8(1-)*Na(1+)

98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With water100%
98-01-1

furfural

A

98-00-0

(2-furyl)methyl alcohol

B

88-14-2

2-furanoic acid

Conditions
ConditionsYield
Stage #1: furfural With potassium hydroxide for 0.0833333h; Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: With hydrogenchloride In water for 0.0833333h; Green chemistry;
A 99%
B 99%
With TEA; magnesium bromide In dichloromethane at 20℃; for 48h; Cannizzaro reaction;A 90%
B n/a
With sodium hydroxide In water at 0 - 20℃; for 12h; Reagent/catalyst; Cannizzaro Reaction;A 88%
B 83%
611-13-2

2-furoic acid methyl ester

98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With ethanol; [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II) at 100℃; for 24h; Inert atmosphere; Sealed tube; Darkness;99%
With C13H34BFeNOP2; hydrogen In tetrahydrofuran at 100℃; under 22502.3 Torr; for 18h; Autoclave; Inert atmosphere;95%
With [Ru(2-(methylthio)-N-[(pyridin-2-yl)methyl]ethan-1-amine)(triphenylphosphine)Cl2]; potassium tert-butylate; hydrogen In toluene at 80℃; under 37503.8 Torr; for 10h;80%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

14694-95-2

Wilkinson's catalyst

A

98-00-0

(2-furyl)methyl alcohol

B

15318-33-9, 16353-77-8, 13938-94-8

chlorocarbonylbis(triphenylphosphine)rhodium(I)

Conditions
ConditionsYield
In further solvent(s) argon-filled glovebox, durene, bibenzyl, heating 24h at 70°C; detn. of products by GC;A 99%
B n/a
In further solvent(s) argon-filled glovebox, durene, bibenzyl, heating 2h at 70°C; detn. of products by GC;A 48%
B n/a
65148-89-2

2-(furan-2-ylmethoxy)tetrahydro-2H-pyran

98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With chloral hydrate In hexane at 0 - 5℃; for 0.5h; Inert atmosphere;98%
With methanol; Montmorillonite K-10 clay at 20℃; Methanolytic deprotection;95%
With zinc tetrafluoroborate In methanol; dichloromethane; water at 20℃; for 0.75h;92%
614-99-3

Ethyl 2-furoate

98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 5h; Glovebox; Autoclave;97%
With ethanol; ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium tert-butylate In toluene at 80℃; for 16h;95%
With ethylmagnesium bromide; poly(methylhydrosiloxane); bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran; diethyl ether for 17.5h; Ambient temperature;89%
98-01-1

furfural

62-53-3

aniline

A

98-00-0

(2-furyl)methyl alcohol

B

4439-56-9

N-(furan-2-ylmethyl)aniline

Conditions
ConditionsYield
Stage #1: furfural; aniline at 25℃; for 0.166667h;
Stage #2: With sodium tetrahydroborate; toluene-4-sulfonic acid at 25℃; for 0.166667h;
A n/a
B 97%
With hydrogen; edetate disodium; iron(II) sulfate In water at 150℃; under 20686.5 Torr; for 12h; Title compound not separated from byproducts.;A 7 % Chromat.
B 72 % Chromat.
Stage #1: furfural at 40℃; for 0.166667h;
Stage #2: aniline With sodium tetrahydroborate at 40℃; for 3h;
Stage #3: With methanol at 0℃; for 0.5h; chemoselective reaction;
121389-55-7

tert-butyl(furan-2-ylmethoxy)dimethylsilane

98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With Decaborane In methanol at 20℃; for 0.5h;96%
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 25℃; for 8h;93%
With acetyl chloride In methanol at 20℃; for 0.583333h;85%
With tin(ll) chloride In water for 5h; Heating;85%
With acetonyltriphenylphosphonium bromide In methanol; dichloromethane at 20℃; for 0.166667h;83%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With palladium nanoparticles deposited on porous SBA-15 In cyclohexane at 130℃; for 12h; Reagent/catalyst; Temperature; Solvent; Time; Molecular sieve;96%
With palladium/alumina In hexane at 145℃; under 45004.5 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Green chemistry;95.6%
With zirconium hydroxide; ethanol at 150℃; Flow reactor;84%
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Chemistry

The Molecular Structure of Furfuryl alcohol (CAS NO.98-00-0):


Empirical Formula: C5H6O2
Molecular Weight: 98.0999 
IUPAC Name: furan-2-ylmethanol    
Product Categories: Furans;alcohol Flavor
Appearance: clear yellow liquid
Nominal Mass: 98 Da
Average Mass: 98.0999 Da
Monoisotopic Mass: 98.036779 Da 
Index of Refraction: 1.492
Molar Refractivity: 25 cm3
Molar Volume: 86 cm3
Surface Tension: 38.8 dyne/cm
Density: 1.14 g/cm3
Flash Point: 65 °C
Enthalpy of Vaporization: 42.98 kJ/mol
Boiling Point: 170 °C at 760 mmHg
Vapour Pressure: 1.01 mmHg at 25°C
Melting point: -29 ºC
Refractive index: 1.485-1.487
Water solubility: MISCIBLE 
InChI
InChI=1/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
Smiles
Synonyms: c1(ccco1)CO ; AI3-01171 ; BRN 0106291 ; CCRIS 2922 ; NCI-C56224 ; NSC 8843 ; UNII-D582054MUH ; EINECS 202-626-1 ; FEMA No. 2491 ; UN2874 ; HSDB 711  

Uses

 Furfuryl alcohol (CAS NO.98-00-0) 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.The use of hypergolics avoids the need for an igniter. Furfuryl alcohol (CAS NO.98-00-0) is probably a BK channel agonist.and may be used as a food additive.

Production

 Furfuryl alcohol (CAS NO.98-00-0) is manufactured industrially by the catalytic reduction of FURFURAL which is obtained from corncobs 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.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral 360mg/kg (360mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse LCLo inhalation 597ppm/6H (597ppm)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 280, 1969.
mouse LD50 oral 160mg/kg (160mg/kg)   Biochemical Journal. Vol. 34, Pg. 1196, 1940.
mouse LD50 unreported 338mg/kg (338mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 73, 1990.
rabbit LD50 intravenous 650mg/kg (650mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 8, Pg. 294, 1949.
rabbit LD50 skin 400mg/kg (400mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 280, 1969.
rabbit LD50 unreported 632mg/kg (632mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 73, 1990.
rat LC50 inhalation 233ppm/4H (233ppm)   American Industrial Hygiene Association Journal. Vol. 19, Pg. 91, 1958.
 
rat LD50 intraperitoneal 650mg/kg (650mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 64, 1974.
rat LD50 oral 177mg/kg (177mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(9), Pg. 52, 1981.
rat LD50 skin 3825mg/kg (3825mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(9), Pg. 52, 1981.
rat LD50 subcutaneous 85mg/kg (85mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 280, 1969.
rat LD50 unreported 460mg/kg (460mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 73, 1990.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 20/21/22 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 23-36/37/39 
S23: Do not breathe vapour
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR: UN 2874 6.1/PG 3
WGK Germany: 1
RTECS: LU9100000
F 8: Photosensitive
HazardClass: 6.1
PackingGroup: III

Specification

 Furfuryl alcohol (CAS NO.98-00-0) is also called as 2-Furancarbinol ; 2-Furanmethanol ; 2-Furfuryl alcohol ; 2-Furfurylalkohol [Czech] ; 2-Furylcarbinol ; 5-Hydroxymethylfuran ; 2-Hydroxymethylfuran ; Furfuranol ; Furfurylcarb ; Furylcarbinol (VAN) ; Methanol, (2-furyl)- ; alpha-Furylcarbinol . Furfuryl alcohol is an organic compound containing a furan substitited with a hydroxymethyl group. It is a clear amber liquid with a faint burning odor and a bitter taste. 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 .