3,4-Epoxytetrahydrofuran supplier

Name
3,4-Epoxytetrahydrofuran
EINECS 206-006-1
CAS No. 285-69-8
Article Data28
CAS DataBase
Density 1.237 g/cm³
Solubility moderately soluble in water
Melting Point
Formula C₄H₆O₂
Boiling Point 128 °C at 760 mmHg
Molecular Weight 86.0904
Flash Point 31.1 °C
Transport Information
Appearance clear yellow liquid
Safety 16-23-26-36/37/39
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Furan, 3,4-epoxytetrahydro-;NSC 196231;3,6-Dioxabicyclo[3.1.0]hexane;
PSA 21.76000
LogP -0.21600

Synthetic route

: 1708-29-8
2,5-dihydrofuran

: 285-69-8
3,4-epoxytetrahydrofuran

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran at 0 - 20℃;	84.6%
With mCPHA In dichloromethane at 0 - 20℃;	84.6%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane Heating;	71%

trans-4-chloro-tetrahydro-furan-3-ol: trans-4-chloro-tetrahydro-furan-3-ol

: 285-69-8
3,4-epoxytetrahydrofuran

Conditions

Conditions	Yield
With copper(I) oxide; diisopropylbenzene
With sodium hydroxide
With calcium hydroxide; water

: 285-69-8
3,4-epoxytetrahydrofuran

: 144870-96-2
trans-4-amino-3-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With ammonium hydroxide at 85℃; for 0.5h; microwave irradiation;	100%
With ammonium hydroxide In isopropyl alcohol at 80℃; for 12h;	95%
With ammonia In water; isopropyl alcohol at 80℃; for 12h;	95%
With ammonium hydroxide
With ammonium hydroxide at 100℃; for 14h;

: 285-69-8
3,4-epoxytetrahydrofuran

: 144870-96-2
4-amino-3-hydroxytetrahydrofuran

Conditions

Conditions	Yield
With ammonium hydroxide In isopropyl alcohol at 80℃; for 15h;	100%
With ammonia; water In isopropyl alcohol at 80℃; for 18h;	96.8%
With ammonia In water; isopropyl alcohol at 80℃; for 18h;	96.8%

: 285-69-8
3,4-epoxytetrahydrofuran

: 805250-31-1
4’-hydroxy-2’,6’-dimethyl-3-biphenylcarbaldehyde

: 4′-(((3R,4R)/(3S,4S)-4-hydroxytetrahydrofuran-3-yl)oxy)-2',6'-dimethylbiphenyl-3-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 100℃; for 1.5h; Microwave irradiation;	100%
With potassium carbonate In ethanol at 100℃; for 1.5h; Inert atmosphere; Microwave irradiation;	100%

: 285-69-8
3,4-epoxytetrahydrofuran

: 106-41-2
4-bromo-phenol

: trans-4-(4-bromophenoxy)tetrahydrofuran-3-ol

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; caesium carbonate In 1,4-dioxane for 18h; Reflux; Inert atmosphere;	100%

: 285-69-8
3,4-epoxytetrahydrofuran

: 124-38-9
carbon dioxide

: tetrahydrofuro[3,4-d]1,3-dioxolan-2-one

Conditions

Conditions	Yield
With tetrabutylammomium bromide In neat (no solvent) at 100℃; for 12h; chemoselective reaction;	98%
With C68H105N2O5YZn; tetrabutylammomium bromide In butanone at 70℃; under 7600.51 Torr; for 24h; Temperature; Autoclave;	92%
With C32H24Al2Cl8N2O6*2C4H8O; tetrabutylammomium bromide In neat (no solvent) at 85℃; under 7500.75 Torr; for 40h; Schlenk technique;	89%

: 285-69-8
3,4-epoxytetrahydrofuran

: 501126-38-1
tert-butyl 4-(2-fluoro-4-hydroxyphenyl)piperazine-1-carboxylate

: tert-butyl 4-(2-fluoro-4-((4-hydroxytetrahydrofuran-3-yl)oxy)phenyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In 1,4-dioxane at 100℃; for 16h;	98%

: 285-69-8
3,4-epoxytetrahydrofuran

: 637-87-6
1-Chloro-4-iodobenzene

: benzene 1,3,5-triyl triformate

: C11H10Cl2O3

Conditions

Conditions	Yield
With aluminum (III) chloride; palladium diacetate; triethylamine; triphenylphosphine; lithium chloride In N,N-dimethyl-formamide at 85℃; for 20h; Sealed tube; Inert atmosphere;	96%

...Expand

: 285-69-8
3,4-epoxytetrahydrofuran

: 34813-49-5
t-butylsulfonamide

: (+/-)-N-[(3R,4S)-4-hydroxytetrahydrofuran-3-yl]-tert-butylsulfonamide

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In 1,4-dioxane at 90℃; for 96h;	95%

: 285-69-8
3,4-epoxytetrahydrofuran

: 4648-54-8
trimethylsilylazide

: 190792-68-8
((3R,4S)-4-azidotetrahydrofuran-3-yloxy)trimethylsilane

Conditions

Conditions	Yield
With (1R,2R)-salen catalyst In diethyl ether at 25℃;	93%
With (R,R)-(salen)Cr(III) 1.) Et2O, 15 min, 2.) Et2O, RT, 18 h; Multistep reaction;
With (R,R)-Cr(N2(CH)2CHCH(CH2)4)(OC6H2(t-Bu)2)2N3 for 24h; Ambient temperature; further reagent: chiral (salen)Cr(III)Cl complex;	97 % Turnov.
chiral Cr(salen) In various solvent(s) at 20℃; for 18h; Ring cleavage;

: 285-69-8
3,4-epoxytetrahydrofuran

: 594-19-4
tert.-butyl lithium

: 4,4-dimethyl-3-methylenepentane-1,2-diol

Conditions

Conditions	Yield
In tetrahydrofuran; pentane at -78 - 20℃; for 1h;	93%
In tetrahydrofuran at -78 - 25℃;	93%

: 285-69-8
3,4-epoxytetrahydrofuran

: 201230-82-2
carbon monoxide

: 1309803-08-4
3,6-dioxabicyclo[3.2.0]heptan-7-one

Conditions

Conditions	Yield
With dicobalt octacarbonyl; (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III) In 1,2-dimethoxyethane at 70℃; under 1034.32 - 25858.1 Torr; for 16h; Inert atmosphere;	93%
With dicobalt octacarbonyl; tetraphenylporphyrinchromium(III) chloride In tetrahydrofuran at 70℃; under 25858.1 Torr; for 16h; Inert atmosphere;	91%

: 285-69-8
3,4-epoxytetrahydrofuran

: 598-30-1
sec.-butyllithium

: 4-methyl-3-methylenehexane-1,2-diol

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at -78 - 20℃; for 1h;	92%
In tetrahydrofuran at -78 - 25℃;	92%

: 285-69-8
3,4-epoxytetrahydrofuran

: 2181-42-2
trimethylsulphonium iodide

: 390381-85-8
tetrahydrofuran-4-methylidene-3-ol

Conditions

Conditions	Yield
Stage #1: trimethylsulphonium iodide With n-butyllithium In tetrahydrofuran; hexane at -10℃; for 0.5h; Stage #2: 3,4-epoxytetrahydrofuran In tetrahydrofuran; hexane at -10 - 20℃; Further stages.;	92%

: 285-69-8
3,4-epoxytetrahydrofuran

: 108-86-1
bromobenzene

: 130871-09-9
(3S,4R)-4-phenyltetrahydrofuran-3-ol

Conditions

Conditions	Yield
With [2,2]bipyridinyl; manganese; (1,2-dimethoxyethane)dichloronickel(II); bis(η5((1R,2S,5R)-5-methyl-2-[prop-2-yl]-cyclohex-1-yl)cyclopentadienyl)-titanium dichloride; triethylamine hydrochloride at 20℃; for 12h; Inert atmosphere; Glovebox; Autoclave; enantioselective reaction;	91%

: 285-69-8
3,4-epoxytetrahydrofuran

: 4648-54-8
trimethylsilylazide

: (3R,4S)-3-azido-4-trimethylsiloxytetrahydrofurane

Conditions

Conditions	Yield
With (1S,2S)-salen catalyst In diethyl ether at 25℃;	90%

: 285-69-8
3,4-epoxytetrahydrofuran

: 109-72-8, 29786-93-4
n-butyllithium

: 3-methyleneheptane-1,2-diol

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at -78 - 20℃; for 1h;	90%
In tetrahydrofuran; hexane at -78 - 25℃; for 1h;	90%

: 285-69-8
3,4-epoxytetrahydrofuran

: 124-40-3
dimethyl amine

: trans-3-(dimethylamino)-4-hydroxytetrahydrofuran

Conditions

Conditions	Yield
In water at 50 - 55℃;	90%

: 285-69-8
3,4-epoxytetrahydrofuran

: 51857-17-1
tert-butyl N-(6-aminohexyl)carbamate

: OC4H6OHHNC6H12NHCOOC4H9

Conditions

Conditions	Yield
In water at 105℃; microwave irradiation;	90%

: 285-69-8
3,4-epoxytetrahydrofuran

: 99733-18-3
N-(tert-butoxycarbonyl)-1,7-heptanediamine

: OC4H6OH2NC7H14NHCOOC4H9

Conditions

Conditions	Yield
In water at 105℃; microwave irradiation;	90%

: 285-69-8
3,4-epoxytetrahydrofuran

: 124-38-9
carbon dioxide

: 1379481-94-3
(3aRS,7aSR)-tetrahydrofuro[3,4-d][1,3]dioxol-2-one

Conditions

Conditions	Yield
With C21H12Cl6NO4V; tetrabutylammomium bromide In neat (no solvent) at 85℃; under 7500.75 Torr; for 18h;	89%
With C80H128La2N2O10*2C4H8O; tetrabutylammomium bromide at 100℃; under 7500.75 Torr; for 40h;	89%
With (2-hydroxyphenyl)diphenyl(propyl)phosphonium iodide In neat (no solvent) at 80℃; under 18751.9 Torr; for 24h; Autoclave;	82%

: 285-69-8
3,4-epoxytetrahydrofuran

: 23719-80-4
cyclopropylmagnesium bromide

: (±)-trans-4-cyclopropyltetrahydrofuran-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -40℃; for 2h;	87.3%

: 285-69-8
3,4-epoxytetrahydrofuran

: 68076-36-8
1-amino-4-[(tert-butyloxycarbonyl)amino]butane

: OC4H6OHHNC4H8NHCOOC4H9

Conditions

Conditions	Yield
In water at 105℃; microwave irradiation;	87%

: 285-69-8
3,4-epoxytetrahydrofuran

CH2Cl2:MeOH: CH2Cl2:MeOH

: 23145-88-2
1-[(4-chlorophenyl)methyl]piperazine

: (+/-)-trans-4-[4-(4-chlorobenzyl)-piperazin-1-yl]-tetrahydrofuran-3-ol

Conditions

Conditions	Yield
With ammonium hydroxide In ethanol; dichloromethane	87%

...Expand

: 285-69-8
3,4-epoxytetrahydrofuran

: 105536-22-9
2,4,6-triisopropylbenzene sulfonamide

: (+/-)-N-[(3R,4S)-4-hydroxytetrahydrofuran-3-yl]-2,4,6-triisoproplybenzenesulfonamide

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In 1,4-dioxane at 90℃; for 96h;	86%

: 285-69-8
3,4-epoxytetrahydrofuran

: 51644-96-3
5-tert-butoxycarbonylamino-1-aminopentane

: OC4H6OHHNC5H10NHCOOC4H9

Conditions

Conditions	Yield
In water at 105℃; microwave irradiation;	85%

: 285-69-8
3,4-epoxytetrahydrofuran

: 220298-96-4
4‐(tert‐butoxycarbonylamino)benzylamine

: OC4H6OH2NC7H6NHCOOC4H9

Conditions

Conditions	Yield
In water at 105℃; microwave irradiation;	85%

: 285-69-8
3,4-epoxytetrahydrofuran

: C4H6O4S

Conditions

Conditions	Yield
With C25H20AlCl6NO4; sulfur dioxide; tetrabutylammomium bromide In acetonitrile at 70℃; for 16h; Flow reactor; chemoselective reaction;	85%

: 285-69-8
3,4-epoxytetrahydrofuran

: 591-50-4
iodobenzene

: 3-hydroxy 4-phenylselenotetrahydrofuran

Conditions

Conditions	Yield
With selenium; potassium phosphate; copper(l) chloride In dimethyl sulfoxide at 20 - 130℃; for 29h; Inert atmosphere;	84.9%

: 110-91-8
morpholine

: 285-69-8
3,4-epoxytetrahydrofuran

: trans-3-hydroxy-4-morpholinotetrahydrofuran

Conditions

Conditions	Yield
at 75 - 80℃; for 3h;	84%

3,4-Epoxytetrahydrofuran Specification

The 3,4-Epoxytetrahydrofuran, with the CAS registry number 285-69-8, has the systematic name of 3,6-dioxabicyclo[3.1.0]hexane. It is a kind of clear yellow liquid, and should be stored at 0-6°C. And the molecular formula of the chemical is C₄H₆O₂.

The physical properties of 3,4-Epoxytetrahydrofuran are as followings: (1)ACD/LogP: -0.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.46; (4)ACD/LogD (pH 7.4): -0.46; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 13.36; (8)ACD/KOC (pH 7.4): 13.36; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 21.76 Å²; (13)Index of Refraction: 1.478; (14)Molar Refractivity: 19.7 cm³; (15)Molar Volume: 69.5 cm³; (16)Polarizability: 7.81×10^-24cm³; (17)Surface Tension: 42.9 dyne/cm; (18)Density: 1.237 g/cm³; (19)Flash Point: 31.1 °C; (20)Enthalpy of Vaporization: 35.06 kJ/mol; (21)Boiling Point: 128 °C at 760 mmHg; (22)Vapour Pressure: 13.2 mmHg at 25°C.

You should be cautious while dealing with this chemical. It is a kind of flammable chemical which irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Keep away from sources of ignition - No smoking; Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: O1C2COCC12
(2)InChI: InChI=1/C4H6O2/c1-3-4(6-3)2-5-1/h3-4H,1-2H2
(3)InChIKey: AIUTZIYTEUMXGG-UHFFFAOYAN

Product Name

3,4-Epoxytetrahydrofuran

Synthetic route

3,4-Epoxytetrahydrofuran Specification

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