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| CAS No.: | 97-99-4 |
|---|---|
| Name: | 2-Furanmethanol,tetrahydro- |
| Article Data: | 282 |
| Cas Database | |
| Molecular Structure: | |
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|
|
| Formula: | C5H10O2 |
| Molecular Weight: | 102.133 |
| Synonyms: | Furfurylalcohol, tetrahydro- (8CI);(Tetrahydrofuran-2-yl)methanol;2-(Hydroxymethyl)tetrahydrofuran;NSC 15434;QO THFA;Rac-(Tetrahydrofuran-2-yl)methanol;THFA;Tetrahydro-2-furancarbinol;Tetrahydro-2-furanylmethanol;Tetrahydrofurfuryl alcohol; |
| EINECS: | 202-625-6 |
| Density: | 1.039 g/cm3 |
| Melting Point: | -80 °C |
| Boiling Point: | 176.818 °C at 760 mmHg |
| Flash Point: | 83.889 °C |
| Solubility: | soluble in water |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36 |
| Safety: | 39 |
| Transport Information: | N/A |
| PSA: | 29.46000 |
| LogP: | 0.15770 |
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| Conditions | Yield |
|---|---|
| With hydrogen In ethanol at 60℃; under 15001.5 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Pressure; Autoclave; Green chemistry; | 100% |
| With hydrogen In butan-1-ol at 80℃; under 30003 Torr; for 5h; Catalytic behavior; Temperature; Reagent/catalyst; | 99% |
| With hydrogen In isopropyl alcohol at 179.84℃; under 22502.3 Torr; for 1.25h; Reagent/catalyst; | 99% |
| Conditions | Yield |
|---|---|
| With 3% Pd/C; hydrogen In isopropyl alcohol at 219.84℃; under 25858.1 Torr; for 5h; Inert atmosphere; | 100% |
| With hydrogen In isopropyl alcohol at 25℃; under 7500.75 Torr; for 3h; Green chemistry; | 100% |
| With palladium on activated charcoal; ammonia; hydrogen In tetrahydrofuran at 160℃; for 4h; Reagent/catalyst; Autoclave; | 100% |
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- 97-99-4
Tetrahydrofurfuryl alcohol
| Conditions | Yield |
|---|---|
| With Hexafluorobenzene at 20℃; for 22h; | 100% |
| With C10H12NO(1+)*BF4(1-) In dichloromethane | |
| With hydrogenchloride In water; tert-butyl alcohol at 20℃; for 2h; Green chemistry; | |
| With Hexafluorobenzene In dichloromethane-d2 at 20℃; Kinetics; Reagent/catalyst; Solvent; |
| Conditions | Yield |
|---|---|
| With pyridine-3-carbonitrile; dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane at 24℃; for 18h; | 97% |
| With C10H12NO(1+)*BF4(1-) In dichloromethane for 3.5h; Ambient temperature; | 95% |
| With molecular sieve; dihydrogen peroxide In water at 59.85℃; for 3h; | 99 % Chromat. |
| Conditions | Yield |
|---|---|
| With ytterbium(III) triflate In isopropyl alcohol for 8h; Deacetylation; Heating; | 95% |
| With MetProLeuAspGlnProThrAlaAlaPheLeuAspPheLeuArgSerSerGlyGlyLysProLeuTyrGluLeuProLeuAlaGluAlaArgAlaAlaMetAlaMetGlySerGlnLeuGlyAlaProProAlaAspValGlyArgIleValAspArgSerIleAspValProGlyGlyAlaValAlaLeuArgIleTyrThrProAlaThrThrLysAlaGlyGlyLeuLeuProAlaIleLeuGlnTyrHisGlyGlyGlyPheValLeuGlyAsnLeuAspThrHisGluSerIleAlaArgPheTyrCysAlaHisAlaGlyAlaValValIleSerValAspTyrArgLeuAlaProGluHisArgPheProThrGlnValGluAspSerPheAlaAlaLeuThrTrpValSerGluHisAlaSerGluLeuGlyValAspProAlaArgValAlaValAlaGlyAspSerAlaGlyGlyAsnLeuAlaThrValMetCysLeuLeuAlaLysAlaArgGlyGlyProArgIleAlaCysGlnAlaLeuLeuTyrProValAlaAspPheArgProGluGlnValTyrAlaSerHisAlaGlnPheGlyAspGlySerTyrPheLeuSerSerLysAspMetAspTrpPheArgAlaSerTyrPheThrAspValAlaSerGlnAlaAlaGluProThrAlaSerProMetAlaThrThrAspLeuSerGlyLeuProProAlaLeuValThrThrAlaGlyCysAspProLeuLeuAspGluGlyArgAlaTyrAlaAspArgLeuLysAlaAlaGlyValProValAspTyrArgCysPheGluThrThrIleHisAlaCysAlaSerPheAlaGlyThrIleProAlaGlyLeuAspMetLeuGlyPheValAlaAspTrpLeuAlaAlaHisThrLys In aq. phosphate buffer at 37℃; pH=7.5; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; |
| Conditions | Yield |
|---|---|
| With methanol; zirconium(IV) chloride at 20℃; for 7h; | 93% |
| Conditions | Yield |
|---|---|
| With 5%-palladium/activated carbon; hydrogen In water at 2℃; under 60006 Torr; for 2h; Reagent/catalyst; Autoclave; | A 91.9% B n/a |
| With hydrogen In water at 1.84℃; under 60006 Torr; for 4h; Catalytic behavior; Autoclave; | |
| With palladium on activated charcoal; hydrogen In toluene at 170℃; under 52505.3 Torr; for 1h; Solvent; Autoclave; | A 52.2%Chromat. B 7.6%Chromat. |
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen In tetrahydrofuran at 180℃; for 12h; Autoclave; | A 5.1% B 91% |
| Multi-step reaction with 2 steps 1: ammonia; hydrogen / tetrahydrofuran / 2 h / 80 °C / Autoclave 2: ammonia; hydrogen / tetrahydrofuran / 24 h / 160 °C / Autoclave View Scheme |
| Conditions | Yield |
|---|---|
| With hydrogen at 90℃; under 15001.5 Torr; Reagent/catalyst; | A 90.5% B 8.4% |
| With hydrogen In butan-1-ol at 40℃; under 30003 Torr; for 7h; Catalytic behavior; Reagent/catalyst; | A 12% B 85% |
| With hydrogen In tetrahydrofuran at 175℃; under 7500.75 Torr; for 8h; Catalytic behavior; Pressure; Temperature; Time; chemoselective reaction; | A 10% B 79.5% |
| Conditions | Yield |
|---|---|
| With carbon dioxide; hydrogen In water at 80℃; under 30003 Torr; for 20h; Catalytic behavior; Reagent/catalyst; Pressure; Temperature; Autoclave; | A 9% B 90% |
| With hydrogen In water at 140℃; under 11251.1 Torr; for 4h; Kinetics; Temperature; Autoclave; | A 7% B 87% |
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Consensus Reports
Tetrahydrofurfuryl alcohol is reported in EPA TSCA Inventory.
Specification
1. Introduction of Tetrahydrofurfuryl alcohol
Tetrahydrofurfuryl alcohol, with its CAS No.97-99-4, is is a kind of clear colorless liquid with a mild odorit. It also can be called Furfurylalcohol, tetrahydro- (8CI);(Tetrahydrofuran-2-yl)methanol;2-(Hydroxymethyl)tetrahydrofuran;NSC 15434;QO THFA;Rac-(Tetrahydrofuran-2-yl)methanol;THFA;Tetrahydro-2-furancarbinol and Tetrahydro-2-furanylmethanol. Its flash point 167°F, its vapors are heavier than air, it is denser than water and it is soluble in water . Tetrahydrofurfuryl alcohol (CAS No.97-99-4),inhalation or contact with it 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.
2. Properties of Tetrahydrofurfuryl alcohol
(1) H bond acceptors: 2 (2) H bond donors: 1 (3) Freely Rotating Bonds: 2
(4) Polar Surface Area: 18.46 Å2 (5) Index of Refraction: 1.447 (6) Molar Refractivity: 26.28 cm3
(7) Molar Volume: 98.3 cm3 (8) Surface Tension: 39 dyne/cm (9) Density: 1.038 g/cm3
(10) Flash Point: 83.9 °C (11) Enthalpy of Vaporization: 48.09 kJ/mol (12) Boiling Point: 176.8 °C at 760 mmHg
(13) Vapour Pressure: 0.326 mmHg at 25°C (14) Melting Point: -80 ºC
(15) Refractive Index: 1.451-1.453
3.Strucure descriptors of Tetrahydrofurfuryl alcohol
InChI: InChI=1/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2
InChIKey: BSYVTEYKTMYBMK-UHFFFAOYAA
Std. InChI: InChI=1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2
Std. InChIKey: BSYVTEYKTMYBMK-UHFFFAOYSA-N
4. Safety information of Tetrahydrofurfuryl alcohol
Hazard Codes: 
Risk Statements: 36
R36:Irritating to eyes.
Safety Statements: 39
S39:Wear eye / face protection.
WGK Germany: 2
RTECS: LU2450000
HS Code: 29321300
Hazardous Substances Data: 97-99-4(Hazardous Substances Data)
5.Toxicity data of Tetrahydrofurfuryl alcohol
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | intraperitoneal | 400mg/kg (400mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4658, 1982. | |
| guinea pig | LD50 | oral | 800mg/kg (800mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4658, 1982. | |
| guinea pig | LD50 | skin | 5gm/kg (5000mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4658, 1982. | |
| mouse | LD50 | oral | 2300mg/kg (2300mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | Hygiene and Sanitation Vol. 32(2), Pg. 273, 1967. |
| rabbit | LD50 | intravenous | 725mg/kg (725mg/kg) | Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 8, Pg. 294, 1949. | |
| rat | LD50 | intraperitoneal | 400mg/kg (400mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4658, 1982. | |
| rat | LD50 | oral | 1600mg/kg (1600mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4658, 1982. |