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% |
5-hydroxy-1,2-epoxypentane
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% |
2-(((4-methoxybenzyl)oxy)methyl)tetrahydrofuran
Tetrahydrofurfuryl alcohol
Conditions | Yield |
---|---|
With 4,4'-bipyridine; (phthalocyaninato)iron(II); oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 80℃; under 3000.3 Torr; for 24h; Autoclave; | 86% |
With 4,4'-bipyridine; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 120℃; under 3750.38 Torr; for 7h; Autoclave; Green chemistry; | 65% |
With ammonium peroxydisulfate; 9-(2-mesityl)-10-methylacridinium perchlorate In dichloromethane; water at 20 - 30℃; for 3.5h; Irradiation; Green chemistry; | 65% |
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In monoethylene glycol diethyl ether at 120℃; under 1500.15 Torr; for 1.5h; | |
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 100℃; under 760.051 Torr; for 1h; |
Conditions | Yield |
---|---|
With hydrogen at 250℃; under 760.051 Torr; | A 6.2% B 83.3% |
With hydrogen In methanol at 25℃; under 750.075 Torr; for 1h; Reagent/catalyst; Sealed tube; Green chemistry; | A 69.4% B 14.3% |
With hydrogen In ethanol at 25℃; for 1h; Sealed tube; Green chemistry; | A 43% B 50% |
tetrahydro-2-furancarboxylic acid
Tetrahydrofurfuryl alcohol
Conditions | Yield |
---|---|
With hydrogen In neat (no solvent) at 160℃; under 37503.8 Torr; for 24h; | 83% |
Stage #1: tetrahydro-2-furancarboxylic acid With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at -20 - 20℃; Stage #2: With water In tetrahydrofuran; diethyl ether; ethyl acetate at 0 - 20℃; | |
With tin(II) trifluoromethanesulfonate; tris(2,4-pentanedionato)ruthenium(III); hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In water; toluene at 160℃; under 45004.5 Torr; for 24h; Autoclave; | 80 %Chromat. |
Conditions | Yield |
---|---|
With carbon dioxide; 5% Pd(II)/C(eggshell); hydrogen at 300℃; under 112511 Torr; Supercritical conditions; | A 82% B 6% |
tert-butyldimethyl((tetrahydrofuran-2-yl)methoxy)silane
Tetrahydrofurfuryl alcohol
Conditions | Yield |
---|---|
With zinc tetrafluoroborate In water for 5h; Ambient temperature; | 80% |
With Nafion-H(R); sodium iodide In methanol at 20℃; for 7h; |
Conditions | Yield |
---|---|
With 5%PtO2-Al2O3; hydrogen In ethanol at 0 - 5℃; under 750.075 Torr; for 5h; | A 15% B 80% |
With hydrogen; 5 % platinum dioxide on gamma-aluminum oxide In ethanol at 0 - 5℃; under 750.075 Torr; for 5h; | A n/a B 80% |
With water; hydrogen at 120℃; under 22502.3 Torr; for 4h; chemoselective reaction; |
furfural
A
Tetrahydrofurfuryl alcohol
B
Cyclopentanol
C
cyclopentanone
Conditions | Yield |
---|---|
With hydrogen In water at 160℃; under 30003 Torr; for 2.5h; Reagent/catalyst; Autoclave; | A n/a B n/a C 79% |
With hydrogen In water at 175℃; under 60006 Torr; for 0.5h; | A 9.7 mol B n/a C n/a |
With 20% Ni/Co3O4; hydrogen In water at 149.84℃; under 30003 Torr; for 6h; Reagent/catalyst; Autoclave; chemoselective reaction; |
Conditions | Yield |
---|---|
Stage #1: furfural With hydrogen at 160℃; under 760.051 Torr; Flow reactor; Stage #2: With hydrogen at 130℃; under 760.051 Torr; Flow reactor; | A 13.7% B 78.2% |
With hydrogen In 1,4-dioxane; isopropyl alcohol at 200℃; under 48754.9 Torr; for 6h; Reagent/catalyst; | A 36% B 45% |
Multi-step reaction with 2 steps 1: isopropyl alcohol; 10% Pd/C / 7.5 h / 150 °C / Inert atmosphere 2: isopropyl alcohol; 10% Pd/C / 7.5 h / 180 °C / Inert atmosphere View Scheme |
furfural
A
Tetrahydrofurfuryl alcohol
B
furan
C
2-methylfuran
D
(2-furyl)methyl alcohol
Conditions | Yield |
---|---|
With hydrogen In methanol at 119.84℃; under 7500.75 Torr; for 1h; Catalytic behavior; Solvent; Reagent/catalyst; Autoclave; | A 6.2% B 8.9% C 7.7% D 75.5% |
With hydrogen In isopropyl alcohol at 180℃; under 15001.5 Torr; for 5h; Kinetics; Catalytic behavior; Time; Autoclave; Sealed tube; | A 13% B 22% C 54% D 8% |
With hydrogen at 250℃; under 760.051 Torr; | A 10.2% B 13.5% C 38.6% D 19% |
furfural
A
Tetrahydrofurfuryl alcohol
B
2-methylfuran
C
(2-furyl)methyl alcohol
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol at 229.84℃; under 30003 Torr; for 5h; | A 18% B 14% C 71% |
With hydrogen In isopropyl alcohol at 229.84℃; under 30003 Torr; for 2h; | A 7.2% B 61% C 8% |
With hydrogen at 30℃; Kinetics; |
furfural
A
2-methyltetrahydrofuran
B
Tetrahydrofurfuryl alcohol
C
(2-furyl)methyl alcohol
Conditions | Yield |
---|---|
Stage #1: furfural With hydrogen at 160℃; under 760.051 Torr; Flow reactor; Stage #2: With hydrogen at 120℃; under 760.051 Torr; Flow reactor; | A 13.1% B 70% C 9.1% |
With Ni3Sn2; hydrogen In isopropyl alcohol at 20 - 179.84℃; for 12h; Autoclave; | A 5 %Chromat. B 5 %Chromat. C 91 %Chromat. |
With hydrogen In isopropyl alcohol at 50℃; under 3750.38 Torr; Autoclave; |
furfural
A
Tetrahydrofurfuryl alcohol
B
1 ,5-pentanediol
C
(+/-)-2-pentanol
D
pentan-1-ol
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol at 150℃; under 30003 Torr; for 8h; Temperature; Pressure; Autoclave; | A 68.7% B 24.2% C n/a D n/a |
2,5-dihydrofuran
carbon monoxide
A
Tetrahydrofurfuryl alcohol
B
3-tetrahydrofuranmethanol
Conditions | Yield |
---|---|
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)-1H-imidazole; hydrogen In toluene at 160℃; under 37503.8 Torr; for 24h; Autoclave; Inert atmosphere; Overall yield = 60 %Chromat.; regioselective reaction; | A n/a B 66% |
2,3-dihydro-2H-furan
carbon monoxide
A
Tetrahydrofurfuryl alcohol
B
3-tetrahydrofuranmethanol
Conditions | Yield |
---|---|
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)-1H-imidazole; hydrogen In toluene at 160℃; under 37503.8 Torr; for 24h; Autoclave; Inert atmosphere; Overall yield = 60 %Chromat.; regioselective reaction; | A n/a B 66% |
(2-furyl)methyl alcohol
methanol
A
Tetrahydrofurfuryl alcohol
B
methyl tetrahydrofurfuryl ether
C
O-methyl-pentamethylene glycol
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen at 170℃; under 52505.3 Torr; for 2h; Autoclave; | A 64.5% B n/a C n/a |
(2-furyl)methyl alcohol
A
Tetrahydrofurfuryl alcohol
B
1,4-Pentanediol
C
5-methyl-dihydro-furan-2-one
Conditions | Yield |
---|---|
With palladium on activated charcoal; water; hydrogen at 170℃; under 52505.3 Torr; for 2h; Autoclave; | A 64% B n/a C n/a |
methanol
5-hydroxymethyl-2-furfuraldehyde
A
Tetrahydrofurfuryl alcohol
B
methyl tetrahydrofurfuryl ether
C
O-methyl-pentamethylene glycol
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen at 170℃; under 52505.3 Torr; for 2h; Autoclave; | A 63.4% B n/a C n/a |
furfural
A
Tetrahydrofurfuryl alcohol
B
1,4-Pentanediol
C
5-Hydroxy-2-pentanone
Conditions | Yield |
---|---|
With hydrogen; toluene-4-sulfonic acid In water at 140℃; under 11251.1 Torr; for 4h; Autoclave; | A 19% B 63% C 8% |
With carbon dioxide; hydrogen In water at 80℃; under 30003 Torr; for 20h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave; | A 8% B 57% C 15% |
furfural
A
Tetrahydrofurfuryl alcohol
B
(2-furyl)methyl alcohol
C
2-furaldehyde dimethyl acetal
Conditions | Yield |
---|---|
With hydrogen In methanol at 100℃; under 15001.5 Torr; Catalytic behavior; Reagent/catalyst; Autoclave; | A n/a B 60% C n/a |
furfural
A
Tetrahydrofurfuryl alcohol
B
furan
C
(2-furyl)methyl alcohol
Conditions | Yield |
---|---|
With MnO2#dotPd; hydrogen In isopropyl alcohol at 180℃; under 15001.5 Torr; for 5h; Kinetics; Catalytic behavior; Time; Autoclave; Sealed tube; | A 8.3% B 14.11% C 59.76% |
With hydrogen In isopropyl alcohol at 120℃; under 45004.5 Torr; for 3h; Reagent/catalyst; | |
With Ni-doped silica; hydrogen at 140℃; under 760.051 Torr; for 2h; Flow reactor; |
Tetrahydrofurfuryl alcohol
p-toluenesulfonyl chloride
rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 1h; | 100% |
With potassium hydroxide | 93% |
With potassium iodide; silver(l) oxide In dichloromethane at 40℃; | 91% |
Tetrahydrofurfuryl alcohol
3-(diphenylphosphono)-2-(N-cyanoimino)thiazolidine
<(tetrahydrofurfuryl)oxy>diphenyphosphine
Conditions | Yield |
---|---|
With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; for 0.5h; Product distribution; Further Variations:; Reagents; reaction times; | 100% |
Tetrahydrofurfuryl alcohol
but-3-enoic acid
tetrahydrofurfuryl vinylacetate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In cyclohexane Inert atmosphere; Reflux; | 100% |
In cyclohexane for 0.5h; Schlenk technique; Inert atmosphere; Reflux; | 100% |
Tetrahydrofurfuryl alcohol
3,4-dihydro-2H-pyran
tetrahydrofurfuryl tetrahydropyranyl ether
Conditions | Yield |
---|---|
With zirconium(IV) chloride In dichloromethane for 3h; | 99% |
With Envirocat EPZG at 0 - 5℃; for 1h; | 98% |
With 1-butyl-3-methylimidazolium hydrogen sulfate at 20℃; for 0.166667h; | 98% |
Conditions | Yield |
---|---|
With phosphoric acid In acetonitrile at 50℃; for 3h; | 99% |
With zirconium sulfophenyl phosphonate In dichloromethane at 20℃; for 3h; Acetylation; | 97% |
With aluminum triflate at 20℃; for 0.00555556h; | 96% |
Tetrahydrofurfuryl alcohol
Diethyl carbonate
carbonate d'ethyle et de (2-tetrahydrofuryl) methyle
Conditions | Yield |
---|---|
aluminum oxide; cesium fluoride at 129.85℃; for 0.5h; | 99% |
With MgLa mixed oxide at 125℃; for 4h; | 99% |
tiveTMNano*MgO*Plus*(NAP-MgO,*Aerogel*prepared) at 125℃; for 3h; | 99% |
With immobilized 1,5,7-triazabicyclo[4.4.0]dec-5-ene on magnetic γ-Fe2O3 nanoparticles at 125℃; for 10h; | 93% |
Tetrahydrofurfuryl alcohol
1,1,3,3-tetramethyldisilazane
1,1,3,3-tetramethyl-1,3-bis[(tetrahydrofuran-2-yl)methoxy]disiloxane
Conditions | Yield |
---|---|
With 1.2% Pd/C at 20℃; for 20h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In chloroform at 20℃; for 0.166667h; | 99% |
Tetrahydrofurfuryl alcohol
5-bromo-6-chloropyridine-2-carboxylic acid
5-bromo-6-(tetrahydrofuran-2-ylmethoxy)pyridine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: 5-bromo-6-chloropyridine-2-carboxylic acid With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.25h; Stage #2: Tetrahydrofurfuryl alcohol In dimethyl sulfoxide at 20℃; for 24h; | 99% |
Stage #1: 5-bromo-6-chloropyridine-2-carboxylic acid With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.25h; Stage #2: Tetrahydrofurfuryl alcohol In dimethyl sulfoxide at 20℃; for 24h; Stage #3: With hydrogenchloride In water | 99% |
Stage #1: 5-bromo-6-chloropyridine-2-carboxylic acid With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.25h; Stage #2: Tetrahydrofurfuryl alcohol In dimethyl sulfoxide at 20℃; for 24h; | 99% |
Tetrahydrofurfuryl alcohol
(R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid ethyl ester
(RS)-tetrahydrofuran-2-ylmethyl (R)-2-[4-(6-chloro-2-quinoxalinyloxy)phenoxy]propionate
Conditions | Yield |
---|---|
Stage #1: Tetrahydrofurfuryl alcohol; (R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid ethyl ester In toluene at 115℃; for 2h; Stage #2: With tetraisopropanoyl titanate In toluene at 80 - 130℃; for 4h; | 98.6% |
With di(n-butyl)tin oxide at 75 - 130℃; for 8h; Temperature; Concentration; | 98% |
Tetrahydrofurfuryl alcohol
methanesulfonyl chloride
tetrahydro-2-furanmethanol methanesulfonate (ester)
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 36h; | 98% |
With triethylamine In dichloromethane at 0℃; for 14h; | 92% |
With pyridine at 20℃; for 60h; Inert atmosphere; Cooling with ice; | 77% |
Tetrahydrofurfuryl alcohol
lithium succinate
Conditions | Yield |
---|---|
With lanthanum(III) chloride at 140℃; for 7.7h; | 97% |
Tetrahydrofurfuryl alcohol
Conditions | Yield |
---|---|
In benzene addn. of lanthanide-compd. to anhyd. benzene containing ligand, refluxing for 4 h under exclusion of moisture; removal of isopropanol by azeotropical distn., removal of benzene, filtn., washing with dry benzene, drying for 4 h under reduced pressure, elem. anal.; | 97% |
Conditions | Yield |
---|---|
In hexane N2-atmosphere; alcohol dropvise addn. with stirring (pptn.); washing (n-hexane), drying (vac.); elem. anal.; | A n/a B 97% |
Tetrahydrofurfuryl alcohol
Conditions | Yield |
---|---|
In chloroform at 20℃; for 48h; | 97% |
Tetrahydrofurfuryl alcohol
benzoyl chloride
(tetrahydrofuran-2-yl)methyl benzoate
Conditions | Yield |
---|---|
With iron In 1,2-dichloro-ethane at 84℃; for 3h; Schlenk technique; Inert atmosphere; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; toluene-4-sulfonic acid at 120℃; under 15001.5 Torr; for 20h; Autoclave; Inert atmosphere; | 97% |
Tetrahydrofurfuryl alcohol
1,1,1,3,3,3-hexamethyl-disilazane
trimethyl(tetrahydro-2-furylmethoxy)silane
Conditions | Yield |
---|---|
With aluminum tris(dihydrogen phosphate) at 20℃; for 0.2h; | 96% |
With zinc(II) oxide at 20℃; for 1.83333h; | 95% |
With Al2O3*HClO4 In acetonitrile at 20℃; for 0.116667h; | 93% |
Tetrahydrofurfuryl alcohol
3-chloro-3-oxopropanoic acid methyl ester
methyl tetrahydrofurfuryl malonate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0℃; for 1.5h; Inert atmosphere; | 96% |
Tetrahydrofurfuryl alcohol
m-methoxyphenylacetic acid
tetrahydrofurfuryl 3-methoxyphenylacetate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With β-cyclodextrin-SO3H In neat (no solvent) at 70℃; for 3h; | 96% |
Tetrahydrofurfuryl alcohol
methacrylic acid methyl ester
(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
Conditions | Yield |
---|---|
With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; di(n-butyl)tin oxide In 2-Methylpentane; cyclohexane at 85 - 100℃; for 12h; Temperature; | 95% |
2-methyl-propan-2-ol; lanthanum tri-tert-butylate at 25℃; for 2h; | 32 %Chromat. |
sodium ethanolate | 15 %Chromat. |
With sulfuric acid; benzene |
Tetrahydrofurfuryl alcohol
Carbonic acid benzyl ester 6-trifluoromethyl-benzotriazol-1-yl ester
Carbonic acid benzyl ester furan-2-ylmethyl ester
Conditions | Yield |
---|---|
With dmap In tetrahydrofuran at 0℃; for 24h; | 95% |
Conditions | Yield |
---|---|
With lanthanum(III) chloride at 116℃; for 19h; Product distribution; also with other alcohols; variation of reaction time, temperature and proportion of reagents; | A 3% B 95% |
Tetrahydrofurfuryl alcohol is reported in EPA TSCA Inventory.
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. |
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