2-Furanol, tetrahydro- supplier

Name
2-HYDROXYTETRAHYDROFURAN
EINECS
CAS No. 5371-52-8
Article Data96
CAS DataBase
Density 1.148g/cm³
Solubility
Melting Point
Formula C₄H₈O₂
Boiling Point 163.6°Cat760mmHg
Molecular Weight 88.1063
Flash Point 75.1°C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Tetrahydro-2-furanol;oxolan-2-ol;2-Hydroxytetrahydrofuran;
PSA 29.46000
LogP 0.11520

Synthetic route

Ph3 P: Ph3 P

: 5129-72-6
N-ethylpropionamide

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
HRh(CO)(PPh3)3 In para-xylene	93%

: 5129-72-6
N-ethylpropionamide

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With triphenylphosphine; HRh(CO)(PPh3)3 In para-xylene	93%

: 96-48-0
4-butanolide

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene at -78℃; for 1h; Reduction;	79%
With diisobutylaluminium hydride In diethyl ether; hexane at -78℃; for 3h;	64%
With diisobutylaluminium hydride In toluene at -78℃; for 3h;	52%

: 1191-99-7
2,3-dihydro-2H-furan

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With dihydrogen peroxide at 45℃; for 24h;	76%
With hydrogenchloride at 0 - 20℃;	67%
With hydrogenchloride; water at 0℃; for 0.5h;	61%

: 6117-80-2
1,4-butenediol

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 25714-71-0
4-hydroxybutyraldehyde

Conditions

Conditions	Yield
With hydrogen; montmorillonite-diphenylphosphinepalladium(II) under 760 Torr; for 30h; Ambient temperature;	A 72% B n/a

: 109-99-9
tetrahydrofuran

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With C36H40Cu2N6O2(2+) In acetone at -70℃;	62%
With tert.-butylhydroperoxide; copper(l) chloride
With 3,3-dimethyldioxirane In acetone at 25℃; Kinetics;	96 % Chromat.
With [{Cu(II)(Me2NMePY2)}2(O2)](B(C6H5)4)2 In dichloromethane at -80℃; Product distribution; Kinetics; Further Variations:; Reagents; other substrates;

: 1191-99-7
2,3-dihydro-2H-furan

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 110-63-4
Butane-1,4-diol

Conditions

Conditions	Yield
With hydrogen In 1,4-dioxane; water at 139.84℃; under 60006 Torr; for 4h;	A 5% B 52%

: 109-99-9
tetrahydrofuran

: 4676-82-8
2-hydroperoxytetrahydrofuran

: 107-13-1
acrylonitrile

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 16237-62-0
2-(β-cyanoethyl)tetrahydrofuran

C: 3-[2-(2-Cyano-ethyl)-tetrahydro-furan-2-yl]-propionitrile

D: 2-(Tetrahydro-furan-2-ylmethyl)-pentanedinitrile

E: 3-[5-(2-Cyano-ethyl)-tetrahydro-furan-2-yl]-propionitrile

Conditions

Conditions	Yield
at 130℃; for 4h; Product distribution; Mechanism; He-atmosphere, other temperatures, times and initiators;	A n/a B 49% C n/a D n/a E n/a

...Expand

: 1191-99-7
2,3-dihydro-2H-furan

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 453-20-3
3-Hydroxytetrahydrofuran

C: 71780-57-9
tetrahydrofuran-2'-yl ether

Conditions

Conditions	Yield
With water; hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 4h;	A 18% B 8% C 46%
With water; hydrogen; pyrographite In 1,4-dioxane at 139.84℃; under 60006 Torr; for 4h;	A 18% B 8% C 46%

...Expand

: 109-99-9
tetrahydrofuran

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 96-48-0
4-butanolide

Conditions

Conditions	Yield
With cobalt(III) acetylacetonate; oxygen In ethyl acetate at 70℃; for 24h; Product distribution; various cyclic ethers;	A 9% B 30%
With tert.-butylhydroperoxide; water; copper(II) bis(trifluoromethanesulfonate) at 90℃; for 20h; Inert atmosphere;	A 21% B 7%
With dihydrogen peroxide In water at 66℃; for 4h; Temperature; Green chemistry;	A 6.85% B 16.65%

: 1191-99-7
2,3-dihydro-2H-furan

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 25714-71-0
4-hydroxybutyraldehyde

Conditions

Conditions	Yield
sulfuric acid for 0.333333h; Title compound not separated from byproducts;	A 28% B 15%
With hydrogenchloride In water for 0.0833333h; Title compound not separated from byproducts;
With hydrogenchloride; water In dichloromethane at 20℃; for 5h; Overall yield = 84 %; Overall yield = 29.6 g;

: 109-99-9
tetrahydrofuran

: 91-63-4
2-methylquinoline

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 1198-37-4
2,4-dimethylquinoline

C: 1076-28-4
2-methylquinoline N-oxide

D: 104293-35-8
2‐methyl‐4‐(tetrahydrofuran‐2‐yl)quinoline

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane; trifluoroacetic acid In acetone at 50℃; Further byproducts given;	A n/a B 3.2% C 23% D 2.8%

...Expand

: 91-63-4
2-methylquinoline

: 74087-85-7
3,3-dimethyldioxirane

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 1198-37-4
2,4-dimethylquinoline

C: 1076-28-4
2-methylquinoline N-oxide

D: 104293-35-8
2‐methyl‐4‐(tetrahydrofuran‐2‐yl)quinoline

Conditions

Conditions	Yield
With tetrahydrofuran; trifluoroacetic acid In acetone at 50℃; Further byproducts given;	A n/a B 3.2% C 23% D 2.8%

...Expand

: 1191-99-7
2,3-dihydro-2H-furan

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 71780-57-9
tetrahydrofuran-2'-yl ether

Conditions

Conditions	Yield
With hydrogen In 1,4-dioxane; water at 139.84℃; under 60006 Torr; for 4h;	A 13% B 7%

: 109-99-9
tetrahydrofuran

: 127-09-3
sodium acetate

: 100-34-5
benzene diazonium chloride

: 5371-52-8
2-hydroxytetrahydrofuran

...Expand

: 25714-71-0
4-hydroxybutyraldehyde

: 5371-52-8
2-hydroxytetrahydrofuran

: 24350-41-2
4-formyloxy-butyraldehyde

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With potassium carbonate In methanol

: 109-99-9
tetrahydrofuran

: 124-38-9
carbon dioxide

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 96-48-0
4-butanolide

C: 108-30-5
succinic acid anhydride

D: 64-18-6
formic acid

Conditions

Conditions	Yield
With (bis(1,2-diphenylphosphino)ethane)(2,5-norbornadiene)rhodium(I) tetrafluoroborate; oxygen at 25℃; under 2585.7 - 25857.4 Torr; for 192h; other temp.; aerobic oxidation of other ethers;

...Expand

: 109-99-9
tetrahydrofuran

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 1592-33-2
octahydro-2,2′-bifuran

C: 110-63-4
Butane-1,4-diol

Conditions

Conditions	Yield
zinc sulfide In water for 24h; Product distribution; Quantum yield; Irradiation;	A 0.2 mmol B 20.5 mmol C 1.2 mmol

...Expand

: 109-99-9
tetrahydrofuran

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 96-48-0
4-butanolide

C: 108-30-5
succinic acid anhydride

D: 638-37-9
butanedial

Conditions

Conditions	Yield
With FeCl2*THF; oxygen under 772.6 Torr; for 0.5h; Product distribution; Ambient temperature; other methal complexes catalysts, other reagent (O2 + CO2) , also styrene;

...Expand

: 109-99-9
tetrahydrofuran

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 96-48-0
4-butanolide

C: 110-15-6
succinic acid

Conditions

Conditions	Yield
With Anodic oxidation In sulfuric acid at 35℃; Product distribution; Mechanism; The effect of various anode materials (bright Pt, Pb/PbO2, glassy carbon, graphite), current density, concentration of THF (1-6M), temperature (20-35-50 deg C), and pH (0-6).;
In sulfuric acid at 35℃; Anodic oxidation; anode: bright Pt, current density: 400 mA cm-2;
In sulfuric acid at 35℃; Anodic oxidation; anode: Pb/PbO2, current density: 10 mA cm-2;

...Expand

: 110-65-6
1,4-dihydroxybut-2-yne

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 110-63-4
Butane-1,4-diol

C: 6117-80-2
1,4-butenediol

Conditions

Conditions	Yield
With hydrogen; Montmorillonite-Ph2PPd(II) In tetrahydrofuran at 25℃; under 760 Torr; for 2h; Product distribution; other catalysts (5percent Pd-C, Lindlar catalyst), other solvents (ethyl acetate);

...Expand

: 6117-80-2
1,4-butenediol

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 110-63-4
Butane-1,4-diol

Conditions

Conditions	Yield
With hydrogen; Montmorillonite-Ph2PPd(II) In tetrahydrofuran at 25℃; under 760 Torr; for 2h; Product distribution; other catalysts (Lindlar catalyst); no solvent; at 50 deg C;

: Propionic acid tetrahydro-furan-2-yl ester

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With sodium hydroxide; potassium dihydrogenphosphate In water at 15℃; Mechanism; Kinetics; Rate constant; other reagents (pH dependence), other solvent, temperature; activation parameters;

: 208852-01-1
Propionic acid tetrahydro-pyran-2-yl ester

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With sodium hydroxide; potassium dihydrogenphosphate In water at 15℃; Mechanism; Kinetics; Rate constant; other reagents (pH dependence), other solvent, temperature; activation parameters;

: tetrahydrofuran-2-yl pivalate

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With sodium hydroxide; potassium dihydrogenphosphate In water at 15℃; Rate constant; Mechanism; other reagents (pH dependence);

: 3-Chloro-propionic acid tetrahydro-furan-2-yl ester

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With sodium hydroxide; potassium dihydrogenphosphate In water at 15℃; Rate constant; Mechanism; other reagents (pH dependence);

: 2-Bromo-propionic acid tetrahydro-furan-2-yl ester

: 5371-52-8
2-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With sodium hydroxide; potassium dihydrogenphosphate In water at 15℃; Rate constant; Mechanism; other reagents (pH dependence);

: 5371-52-8
2-hydroxytetrahydrofuran

: 109-99-9
tetrahydrofuran

Conditions

Conditions	Yield
With phosphoric acid; 5%-palladium/activated carbon; hydrogen at 100℃; under 3750.38 - 13501.4 Torr; for 7h; Reagent/catalyst; Pressure; Temperature; Autoclave;	100%

: 5371-52-8
2-hydroxytetrahydrofuran

: 66323-99-7
trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane

: 1-phenyl-2-(tetrahydrofuran-2-yl)-propan-1-one

Conditions

Conditions	Yield
With indium(III) chloride at 20℃; for 0.5h;	98%

: 5371-52-8
2-hydroxytetrahydrofuran

: 3536-96-7
vinylmagnesium chloride

: 41324-11-2
1,4-dihydroxy-hex-5-ene

Conditions

Conditions	Yield
In tetrahydrofuran 1.) 0 deg C to r.t., 15 min, 2.) r.t., 2 h;	95%
In tetrahydrofuran	53%

: 5371-52-8
2-hydroxytetrahydrofuran

: 67-63-0
isopropyl alcohol

: 20191-91-7
2-isopropoxytetrahydrofuran

Conditions

Conditions	Yield
With titanium(IV) tetrabutoxide; (R)-Mandelic Acid at 20℃; for 24h;	95%

: 5371-52-8
2-hydroxytetrahydrofuran

: 13735-81-4
1-styrenyloxytrimethylsilane

: 59137-68-7
1-phenyl-2-(tetrahydrofuran-2-yl)ethan-1-one

Conditions

Conditions	Yield
With indium(III) chloride at 20℃; for 0.5h;	94%

: 5371-52-8
2-hydroxytetrahydrofuran

: 123-54-6
acetylacetone

: 122722-52-5
3-(tetrahydrofuran-2-yl)-2,4-pentanedione

Conditions

Conditions	Yield
With indium(III) chloride at 20℃; for 40h;	93%

: 5371-52-8
2-hydroxytetrahydrofuran

: 1439-36-7
1-triphenylphosphoranylidene-2-propanone

: 757231-85-9
(E)-7-hydroxyhept-3-en-2-one

Conditions

Conditions	Yield
In dichloromethane at 40℃; Wittig reaction;	92%
In dichloromethane at 45℃; for 6h; Wittig Rearrangement;	78%

: 5371-52-8
2-hydroxytetrahydrofuran

: 1191-99-7
2,3-dihydro-2H-furan

Conditions

Conditions	Yield
With porcelain at 240℃; Product distribution; Further Variations:; Reagents; Temperatures; vapor-gas phase reaction;	91%

: 5371-52-8
2-hydroxytetrahydrofuran

: 100-58-3
phenylmagnesium bromide

: 4850-50-4
1-phenyl-butane-1,4-diol

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.5h;	90%
In tetrahydrofuran at 20℃; for 0.333333h;	85%

: 5371-52-8
2-hydroxytetrahydrofuran

: 356043-02-2
jaspine B

: 3-[(2R,3aS,6S,6aS)-6-tetradecylhexahydrofuro[3,4-d]oxazol-2-yl]-1-propanol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 20℃; for 17h;	89%

: 5371-52-8
2-hydroxytetrahydrofuran

: 3156-43-2
2-(2-nitro-vinyl)-phenol

A: (3aR,4S,9aS)-4-(nitromethyl)-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromene

B: 4-(nitromethyl)-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromene

Conditions

Conditions	Yield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 23℃; for 24h; Reagent/catalyst; Solvent; Concentration; Michael Addition; enantioselective reaction;	A 89% B n/a

...Expand

: 5371-52-8
2-hydroxytetrahydrofuran

: 3156-43-2
2-(2-nitro-vinyl)-phenol

: (3aR,4S,9aS)-4-(nitromethyl)-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromene

Conditions

Conditions	Yield
Stage #1: 2-hydroxytetrahydrofuran; 2-(2-nitro-vinyl)-phenol With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 25℃; for 24h; Stage #2: With hydrogenchloride In dichloromethane; water for 2h;	89%

: 5371-52-8
2-hydroxytetrahydrofuran

: 2786-07-4
2-thienyl lithium

: 75288-41-4
1-(2'-thienyl)-1,4-butanediol

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 1.5h; Addition;	88%

: 5371-52-8
2-hydroxytetrahydrofuran

: 513-81-5
2,3-dimethyl-buta-1,3-diene

: (4R,6S)-6,7-Dimethyl-oct-7-ene-1,4-diol

Conditions

Conditions	Yield
With triethyl borane; bis(acetylacetonate)nickel(II) In tetrahydrofuran; hexane at 20℃; for 23h;	88%

: 5371-52-8
2-hydroxytetrahydrofuran

: 35467-98-2
2-(2-nitrovinyl)-4-methoxyphenol

: (3aR,4S,9aS)-6-methoxy-4-(nitromethyl)-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromene

Conditions

Conditions	Yield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 23℃; for 125h; Michael Addition; enantioselective reaction;	86%
Stage #1: 2-hydroxytetrahydrofuran; 2-(2-nitrovinyl)-4-methoxyphenol With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 25℃; for 24h; Stage #2: With hydrogenchloride In dichloromethane; water for 2h;	86%

: 5371-52-8
2-hydroxytetrahydrofuran

: 762-72-1
allyl-trimethyl-silane

: 52426-82-1
2-allyltetrahydro-2H-furan

Conditions

Conditions	Yield
With indium(III) chloride; trimethylsilyl bromide In acetonitrile for 2h; Heating;	85%
With rhenium(VII) oxide In dichloromethane at 20℃; for 4h; Inert atmosphere;	33%

: 5371-52-8
2-hydroxytetrahydrofuran

: 60-12-8
2-phenylethanol

: 52767-51-8
(±)-2-phenethoxytetrahydrofuran

Conditions

Conditions	Yield
With rhenium(VII) oxide In dichloromethane at 20℃; for 1h; Inert atmosphere;	83.1%

: 5371-52-8
2-hydroxytetrahydrofuran

: 18092-16-5, 28118-79-8
triphenylphosphoranylidene succinimide

A: 99885-61-7
3(Z)-(4-hydroxypentylidene)-2,5-pyrrolidinedione

B: 92013-82-6
3(E)-(4-hydroxypentylidene)-2,5-pyrrolidinedione

Conditions

Conditions	Yield
In acetic acid Ambient temperature;	A 6% B 83%

...Expand

: 5371-52-8
2-hydroxytetrahydrofuran

: 78-79-5
isoprene

: (4R,6S)-6-Methyl-oct-7-ene-1,4-diol

Conditions

Conditions	Yield
With triethyl borane; bis(acetylacetonate)nickel(II) In tetrahydrofuran; hexane at 20℃; for 22h;	83%

: 5371-52-8
2-hydroxytetrahydrofuran

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

: 65769-92-8
2-(trimethylsiloxy)furan

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane at 20℃; for 10h;	82%

: 5371-52-8
2-hydroxytetrahydrofuran

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 70562-19-5
(E)-6-hydroxy-2-methyl-hex-2-enoic acid ethyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 16h;	82%

: 5371-52-8
2-hydroxytetrahydrofuran

: 1826-67-1
vinyl magnesium bromide

: 41324-11-2
1,4-dihydroxy-hex-5-ene

Conditions

Conditions	Yield
In tetrahydrofuran for 14h; Ambient temperature;	80%

: 5371-52-8
2-hydroxytetrahydrofuran

: 109-96-6
3-Pyrroline

: 83821-03-8
hydroxymethyl dihydropyrrolizine

Conditions

Conditions	Yield
With benzoic acid In toluene at 110℃; for 24h; Inert atmosphere;	80%

: 5371-52-8
2-hydroxytetrahydrofuran

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 13038-15-8
(E)-6-hydroxy-hex-2-enoic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In acetonitrile at 23℃; for 0.25h; Inert atmosphere; Stage #2: 2-hydroxytetrahydrofuran In acetonitrile at 0 - 23℃; for 0.5h; Inert atmosphere;	80%
In toluene for 18h; Inert atmosphere; Reflux; optical yield given as %de; diastereoselective reaction;	74%

: 5371-52-8
2-hydroxytetrahydrofuran

: 130-15-4
[1,4]naphthoquinone

: (6bR,9aS)-6b,7,8,9a-tetrahydrofuro[2,3-b]naphtho[2,1-d]furan-5-ol

Conditions

Conditions	Yield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; acetic acid In ethanol; dimethyl sulfoxide at -40℃; for 24h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; enantioselective reaction;	79%

: 5371-52-8
2-hydroxytetrahydrofuran

: 928-49-4
hex-3-yne

: 544-97-8
dimethyl zinc(II)

: 104-94-9
4-methoxy-aniline

: 106-99-0
buta-1,3-diene

: 1173177-81-5
(6E,10E,13E)-4-(4-methoxyphenylamino)-13-ethyl-14-methylhexadeca-6,10,13-trien-1-ol

Conditions

Conditions	Yield
Stage #1: 2-hydroxytetrahydrofuran; 4-methoxy-aniline In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: hex-3-yne; dimethyl zinc(II); buta-1,3-diene With bis(acetylacetonate)nickel(II); triphenylphosphine In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere;	78%

...Expand

2-Furanol, tetrahydro- Chemical Properties

IUPAC Name: Oxolan-2-ol
Synonyms of 2-Furanol, tetrahydro- (CAS NO.5371-52-8): Tetrahydro-2-furanol
CAS NO: 5371-52-8
Molecular Formula of 2-Furanol, tetrahydro- (CAS NO.5371-52-8): C₄H₈O₂
Molecular Weight: 88.1051
Molecular Structure:

ProductCategories: Miscellaneous Reagents
Polar Surface Area: 18.46 Å²
Index of Refraction: 1.475
Molar Refractivity: 21.64 cm³
Molar Volume: 76.7 cm³
Surface Tension: 38.7 dyne/cm
Density of 2-Furanol, tetrahydro- (CAS NO.5371-52-8): 1.148 g/cm³
Flash Point: 75.1 °C
Enthalpy of Vaporization: 46.6 kJ/mol
Boiling Point: 163.6 °C at 760 mmHg
Vapour Pressure: 0.697 mmHg at 25°C

Product Name

2-HYDROXYTETRAHYDROFURAN

Synthetic route

2-Furanol, tetrahydro- Chemical Properties

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