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3,4-Epoxytetrahydrofuran

Basic information Uses Safety Supplier Related

3,4-Epoxytetrahydrofuran Basic information

Product Name:
3,4-Epoxytetrahydrofuran
Synonyms:
  • 3,4-EPOXYTETRAHYDROFURAN
  • 3,6-DIOXABICYCLO[3.1.0]HEXANE
  • 3,4-EPOXYTETRAHYDROFURAN 96%
  • 3,4-Epoxytetrahydrofurane
  • 3,4-Epoxytetrahydrofuran, 98 %
  • 3,4-Epoxy-THF
  • 3,4-Diepoxytetrahydrofuran
  • 3,4-Epoxytetrahydrofuran,96%
CAS:
285-69-8
MF:
C4H6O2
MW:
86.09
EINECS:
206-006-1
Mol File:
285-69-8.mol
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3,4-Epoxytetrahydrofuran Chemical Properties

Boiling point:
44°C 10mm
Density 
1.237
refractive index 
1.445-1.449
Flash point:
>38℃
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Liquid
color 
Clear yellow
Water Solubility 
MODERATELY SOLUBLE
InChI
InChI=1S/C4H6O2/c1-3-4(6-3)2-5-1/h3-4H,1-2H2
InChIKey
AIUTZIYTEUMXGG-UHFFFAOYSA-N
SMILES
C12C(O1)COC2
CAS DataBase Reference
285-69-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-10
Safety Statements 
36/37/39-26-23-16-36/37/38
RIDADR 
1993
Hazard Note 
Irritant
HazardClass 
3
PackingGroup 
HS Code 
29321900

MSDS

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3,4-Epoxytetrahydrofuran Usage And Synthesis

Uses

3,6-Dioxabicyclo[3.1.0]hexane was a reagent used in making various degradable polymers from epoxides using a versatile dinuclear chromium catalyst.

Chemical Properties

clear yellow liquid

Synthesis

1708-29-8

285-69-8

Step 1: 85% m-chloroperoxybenzoic acid (mCPBA) (18.86 g, 0.093 mol) was slowly added to 150 mL of dichloromethane solution containing 2,5-dihydrofuran (5.04 g, 0.072 mol) at 0°C in an ice-water bath. The reaction mixture was stirred at room temperature for 48 hours. After completion of the reaction, the precipitate was removed by filtration. The filtrate was washed sequentially with saturated aqueous sodium bicarbonate, water and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a mixture of white solid and yellow oil (5.24 g, 84.6% yield).

References

[1] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 53
[2] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 23
[3] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 24, p. 8467 - 8487
[4] Patent: US5374416, 1994, A
[5] Patent: US2009/30212, 2009, A1. Location in patent: Page/Page column 15-16

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