Product Name

  • Name

    Tetrahydrofurfuryl alcohol

  • EINECS 202-625-6
  • CAS No. 97-99-4
  • Article Data282
  • CAS DataBase
  • Density 1.039 g/cm3
  • Solubility soluble in water
  • Melting Point -80 °C
  • Formula C5H10O2
  • Boiling Point 176.818 °C at 760 mmHg
  • Molecular Weight 102.133
  • Flash Point 83.889 °C
  • Transport Information
  • Appearance Colorless to light yellow liquid
  • Safety 39
  • Risk Codes 36
  • Molecular Structure Molecular Structure of 97-99-4 (Tetrahydrofurfuryl alcohol)
  • Hazard Symbols IrritantXi
  • 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;
  • PSA 29.46000
  • LogP 0.15770

Synthetic route

furfural
98-01-1

furfural

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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
21915-56-0

5-hydroxy-1,2-epoxypentane

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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;
n-Pent-4-enyl alcohol
821-09-0

n-Pent-4-enyl alcohol

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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.
tetrahydrofurfuryl acetate
637-64-9

tetrahydrofurfuryl acetate

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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;
tetrahydrofurfuryl tetrahydropyranyl ether
710-14-5

tetrahydrofurfuryl tetrahydropyranyl ether

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
With methanol; zirconium(IV) chloride at 20℃; for 7h;93%
furfural
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

tetrahydrofuran-2-carbaldehyde
7681-84-7

tetrahydrofuran-2-carbaldehyde

Conditions
ConditionsYield
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.
furfural
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
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
furfural
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
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%
furfural
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

1,4-Pentanediol
626-95-9

1,4-Pentanediol

Conditions
ConditionsYield
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
69406-23-1

2-(((4-methoxybenzyl)oxy)methyl)tetrahydrofuran

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

2-methylfuran
534-22-5

2-methylfuran

Conditions
ConditionsYield
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
16874-33-2

tetrahydro-2-furancarboxylic acid

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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.
2-methylfuran
534-22-5

2-methylfuran

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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
126680-80-6

tert-butyldimethyl((tetrahydrofuran-2-yl)methoxy)silane

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
With zinc tetrafluoroborate In water for 5h; Ambient temperature;80%
With Nafion-H(R); sodium iodide In methanol at 20℃; for 7h;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

1,2-pentanediol
5343-92-0

1,2-pentanediol

Conditions
ConditionsYield
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
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

Cyclopentanol
96-41-3

Cyclopentanol

C

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
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;
furfural
98-01-1

furfural

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
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
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

furan
110-00-9

furan

C

2-methylfuran
534-22-5

2-methylfuran

D

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
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
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

2-methylfuran
534-22-5

2-methylfuran

C

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
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
98-01-1

furfural

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

C

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
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
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

C

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

D

pentan-1-ol
71-41-0

pentan-1-ol

Conditions
ConditionsYield
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
1708-29-8

2,5-dihydrofuran

carbon monoxide
201230-82-2

carbon monoxide

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

3-tetrahydrofuranmethanol
124391-75-9, 124506-31-6, 15833-61-1

3-tetrahydrofuranmethanol

Conditions
ConditionsYield
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
1191-99-7

2,3-dihydro-2H-furan

carbon monoxide
201230-82-2

carbon monoxide

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

3-tetrahydrofuranmethanol
124391-75-9, 124506-31-6, 15833-61-1

3-tetrahydrofuranmethanol

Conditions
ConditionsYield
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
98-00-0

(2-furyl)methyl alcohol

methanol
67-56-1

methanol

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

methyl tetrahydrofurfuryl ether
19354-27-9

methyl tetrahydrofurfuryl ether

C

O-methyl-pentamethylene glycol
4799-62-6

O-methyl-pentamethylene glycol

Conditions
ConditionsYield
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
98-00-0

(2-furyl)methyl alcohol

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

1,4-Pentanediol
626-95-9

1,4-Pentanediol

C

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
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
67-56-1

methanol

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

methyl tetrahydrofurfuryl ether
19354-27-9

methyl tetrahydrofurfuryl ether

C

O-methyl-pentamethylene glycol
4799-62-6

O-methyl-pentamethylene glycol

Conditions
ConditionsYield
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
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

1,4-Pentanediol
626-95-9

1,4-Pentanediol

C

5-Hydroxy-2-pentanone
1071-73-4

5-Hydroxy-2-pentanone

Conditions
ConditionsYield
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
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

C

2-furaldehyde dimethyl acetal
1453-62-9

2-furaldehyde dimethyl acetal

Conditions
ConditionsYield
With hydrogen In methanol at 100℃; under 15001.5 Torr; Catalytic behavior; Reagent/catalyst; Autoclave;A n/a
B 60%
C n/a
furfural
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

furan
110-00-9

furan

C

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate
34583-63-6

rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1h;100%
With potassium hydroxide93%
With potassium iodide; silver(l) oxide In dichloromethane at 40℃;91%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

3-(diphenylphosphono)-2-(N-cyanoimino)thiazolidine
449813-82-5

3-(diphenylphosphono)-2-(N-cyanoimino)thiazolidine

<(tetrahydrofurfuryl)oxy>diphenyphosphine
33026-82-3

<(tetrahydrofurfuryl)oxy>diphenyphosphine

Conditions
ConditionsYield
With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; for 0.5h; Product distribution; Further Variations:; Reagents; reaction times;100%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

but-3-enoic acid
625-38-7

but-3-enoic acid

tetrahydrofurfuryl vinylacetate
1198472-55-7

tetrahydrofurfuryl vinylacetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere;100%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

titanium(IV) isopropylate
546-68-9

titanium(IV) isopropylate

C16H32O6Ti
1346523-06-5

C16H32O6Ti

Conditions
ConditionsYield
In cyclohexane Inert atmosphere; Reflux;100%
In cyclohexane for 0.5h; Schlenk technique; Inert atmosphere; Reflux;100%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

tetrahydrofurfuryl tetrahydropyranyl ether
710-14-5

tetrahydrofurfuryl tetrahydropyranyl ether

Conditions
ConditionsYield
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%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

acetic anhydride
108-24-7

acetic anhydride

tetrahydrofurfuryl acetate
637-64-9

tetrahydrofurfuryl acetate

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

Diethyl carbonate
105-58-8

Diethyl carbonate

carbonate d'ethyle et de (2-tetrahydrofuryl) methyle
108106-20-3

carbonate d'ethyle et de (2-tetrahydrofuryl) methyle

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

1,1,3,3-tetramethyldisilazane
15933-59-2

1,1,3,3-tetramethyldisilazane

1,1,3,3-tetramethyl-1,3-bis[(tetrahydrofuran-2-yl)methoxy]disiloxane
1333319-95-1

1,1,3,3-tetramethyl-1,3-bis[(tetrahydrofuran-2-yl)methoxy]disiloxane

Conditions
ConditionsYield
With 1.2% Pd/C at 20℃; for 20h; Inert atmosphere;99%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

uranyl nirate hexahydrate

uranyl nirate hexahydrate

C13H26N2O10U

C13H26N2O10U

Conditions
ConditionsYield
In chloroform at 20℃; for 0.166667h;99%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

5-bromo-6-chloropyridine-2-carboxylic acid
959958-25-9

5-bromo-6-chloropyridine-2-carboxylic acid

5-bromo-6-(tetrahydrofuran-2-ylmethoxy)pyridine-2-carboxylic acid
1415899-56-7

5-bromo-6-(tetrahydrofuran-2-ylmethoxy)pyridine-2-carboxylic acid

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

(R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid ethyl ester
76578-14-8

(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
200509-41-7

(RS)-tetrahydrofuran-2-ylmethyl (R)-2-[4-(6-chloro-2-quinoxalinyloxy)phenoxy]propionate

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

tetrahydro-2-furanmethanol methanesulfonate (ester)
72641-13-5

tetrahydro-2-furanmethanol methanesulfonate (ester)

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

(tetrahydrofuran-2-ylmethoxy)butanedioic acid

(tetrahydrofuran-2-ylmethoxy)butanedioic acid

Conditions
ConditionsYield
With lanthanum(III) chloride at 140℃; for 7.7h;97%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

neodymium chloride tris(isopropanol)

neodymium chloride tris(isopropanol)

neodymium chloride tris(tetrahydrofurfuryl alcohol)

neodymium chloride tris(tetrahydrofurfuryl alcohol)

Conditions
ConditionsYield
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%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

titanium tetrachloride
7550-45-0

titanium tetrachloride

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

titanium(IV) trichloride(tetrahydrofuran-2-methanolate)

titanium(IV) trichloride(tetrahydrofuran-2-methanolate)

Conditions
ConditionsYield
In hexane N2-atmosphere; alcohol dropvise addn. with stirring (pptn.); washing (n-hexane), drying (vac.); elem. anal.;A n/a
B 97%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

uranyl nirate hexahydrate

uranyl nirate hexahydrate

[UO2(κ2-nitrate)2(tetrahydrofurfuryl alcohol)]*H2O

[UO2(κ2-nitrate)2(tetrahydrofurfuryl alcohol)]*H2O

Conditions
ConditionsYield
In chloroform at 20℃; for 48h;97%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

benzoyl chloride
98-88-4

benzoyl chloride

(tetrahydrofuran-2-yl)methyl benzoate
2217-32-5

(tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With iron In 1,2-dichloro-ethane at 84℃; for 3h; Schlenk technique; Inert atmosphere; regioselective reaction;97%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

carbon monoxide
201230-82-2

carbon monoxide

tert-butyl alcohol
75-65-0

tert-butyl alcohol

(tetrahydrofuran-2-yl)methyl 3-methylbutanoate

(tetrahydrofuran-2-yl)methyl 3-methylbutanoate

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

trimethyl(tetrahydro-2-furylmethoxy)silane
3067-36-5

trimethyl(tetrahydro-2-furylmethoxy)silane

Conditions
ConditionsYield
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
97-99-4

Tetrahydrofurfuryl alcohol

3-chloro-3-oxopropanoic acid methyl ester
37517-81-0

3-chloro-3-oxopropanoic acid methyl ester

methyl tetrahydrofurfuryl malonate
1198472-57-9

methyl tetrahydrofurfuryl malonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 1.5h; Inert atmosphere;96%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

m-methoxyphenylacetic acid
1798-09-0

m-methoxyphenylacetic acid

tetrahydrofurfuryl 3-methoxyphenylacetate
1198472-48-8

tetrahydrofurfuryl 3-methoxyphenylacetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere;96%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

o-methylphenylacetic acid
644-36-0

o-methylphenylacetic acid

C14H18O3

C14H18O3

Conditions
ConditionsYield
With β-cyclodextrin-SO3H In neat (no solvent) at 70℃; for 3h;96%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate
2455-24-5

(tetrahydrofuran-2-yl)methyl 2-methylprop-2-enoate

Conditions
ConditionsYield
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 ethanolate15 %Chromat.
With sulfuric acid; benzene
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Carbonic acid benzyl ester 6-trifluoromethyl-benzotriazol-1-yl ester
112380-58-2

Carbonic acid benzyl ester 6-trifluoromethyl-benzotriazol-1-yl ester

Carbonic acid benzyl ester furan-2-ylmethyl ester
112380-52-6

Carbonic acid benzyl ester furan-2-ylmethyl ester

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 0℃; for 24h;95%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

sodium succinate
150-90-3

sodium succinate

A

malic acid
617-48-1

malic acid

B

(tetrahydrofuran-2-ylmethoxy)butanedioic acid

(tetrahydrofuran-2-ylmethoxy)butanedioic acid

Conditions
ConditionsYield
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 Consensus Reports

  Tetrahydrofurfuryl alcohol is reported in EPA TSCA Inventory.

Tetrahydrofurfuryl alcohol 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: Irritant
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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