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3,4-Epoxytetrahydrofuran

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Name

3,4-Epoxytetrahydrofuran

EINECS 206-006-1
CAS No. 285-69-8 Density 1.237 g/cm3
PSA 21.76000 LogP -0.21600
Solubility moderately soluble in water Melting Point N/A
Formula C4H6O2 Boiling Point 128 °C at 760 mmHg
Molecular Weight 86.0904 Flash Point 31.1 °C
Transport Information N/A Appearance clear yellow liquid
Safety 16-23-26-36/37/39 Risk Codes 10-36/37/38
Molecular Structure Molecular Structure of 285-69-8 (3,4-Epoxytetrahydrofuran) Hazard Symbols IrritantXi
Synonyms

Furan, 3,4-epoxytetrahydro-;NSC 196231;3,6-Dioxabicyclo[3.1.0]hexane;

Article Data 28

3,4-Epoxytetrahydrofuran Synthetic route

1708-29-8

2,5-dihydrofuran

285-69-8

3,4-epoxytetrahydrofuran

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With aluminum (III) chloride; palladium diacetate; triethylamine; triphenylphosphine; lithium chloride In N,N-dimethyl-formamide at 85℃; for 20h; Sealed tube; Inert atmosphere;96%
285-69-8

3,4-epoxytetrahydrofuran

34813-49-5

t-butylsulfonamide

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

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

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

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