Basic information Safety Supplier Related

3-(2,2,3,3-TETRAFLUOROPROPOXY)-1,2-EPOXYPROPANE

Basic information Safety Supplier Related

3-(2,2,3,3-TETRAFLUOROPROPOXY)-1,2-EPOXYPROPANE Basic information

Product Name:
3-(2,2,3,3-TETRAFLUOROPROPOXY)-1,2-EPOXYPROPANE
Synonyms:
  • 3-(2,2,3,3-TETRAFLUOROPROPOXY)-1,2-EPOXYPROPANE
  • 3-(2,2,3,3-TETRAFLUOROPROPOXY)-1,2-PROPENOXIDE
  • 3-(2,2,2,3-TETRAFLUOROPROPOXY)-1,2-PROPENOXIDE
  • 2-(4,4,5,5-TETRAFLUORO-2-OXAPENTYL)OXIRANE
  • GLYCIDYL 2,2,3,3-TETRAFLUOROPROPYL ETHER
  • DAIKIN E-5244
  • [(2,2,3,3-tetrafluoropropoxy)methyl]oxirane
  • 3-(2,2,3,3-Tetrafluoropropoxy)-1,2-propene
CAS:
19932-26-4
MF:
C6H8F4O2
MW:
188.12
EINECS:
243-431-1
Product Categories:
  • Industrial/Fine Chemicals
  • Epoxide MonomersSelf Assembly&Contact Printing
  • Fluorine-Containing Monomers for 157 nm UV Lithography Resist Polymers
  • Lithography Monomers
  • Monomers
  • Polymer Science
Mol File:
19932-26-4.mol
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3-(2,2,3,3-TETRAFLUOROPROPOXY)-1,2-EPOXYPROPANE Chemical Properties

Boiling point:
50 °C/4 mmHg (lit.)
Density 
1.327 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.366(lit.)
Flash point:
175 °F
form 
liquid
color 
Clear, colourless
InChI
InChI=1S/C6H8F4O2/c7-5(8)6(9,10)3-11-1-4-2-12-4/h4-5H,1-3H2
InChIKey
DATKALAKXGFGPI-UHFFFAOYSA-N
SMILES
O1CC1COCC(F)(F)C(F)F
CAS DataBase Reference
19932-26-4(CAS DataBase Reference)
EPA Substance Registry System
((2,2,3,3-Tetrafluoropropoxy)methyl)oxirane (19932-26-4)
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Safety Information

Hazard Codes 
Xi,F,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
TSCA listed
HazardClass 
IRRITANT, FLAMMABLE
HS Code 
2932990090
Storage Class
10 - Combustible liquids
Hazard Classifications
Acute Tox. 4 Oral

MSDS

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3-(2,2,3,3-TETRAFLUOROPROPOXY)-1,2-EPOXYPROPANE Usage And Synthesis

Uses

Glycidyl 2,2,3,3-tetrafluoropropyl ether is used as pharmaceutical intermediate.

Synthesis

In a vessel with a separator, a dropping funnel and a stirring device, 200 g (2.16 mol) of 1,2-epichlorohydrin (1,2-epichlorohydrin:tetrafluoropropanol is 4.8:1) and 60 mL of cyclohexane were added, and stirred and heated at 350 raps/min until the cyclohexane refluxed. Then, 65 g of 40% aqueous potassium hydroxide and 60 g (0.45 mol) of tetrafluoropropanol were added dropwise to the reaction system, and the water was removed while the reaction was going on, and the reaction was completed when the aqueous potassium hydroxide and the tetrafluoropropanol were finished, and the reaction ended when there was no water out of the reaction. After cooling, filtering to remove potassium chloride, the mother liquor was heated to 65 ?? at atmospheric pressure to remove cyclohexane in the reaction solution, when cyclohexane was not distilled, the temperature was lowered to 30 ??, and then converted to reduced-pressure distillation, and pressure was adjusted so that the temperature of the distillation system was controlled at 65 ??, to recover the excess of 1,2-epichlorohydrin, and then, the fractions of 120-130 ??/250-300 Pa were collected, and the crude 3-(2,2,3,3) 3,3,3-tetrafluoropropoxy)-1,2-propene oxide was distilled under reduced pressure, and the fraction at 125-127 ??C/250-300 Pa was collected to obtain 70.5 g of 3-(2,2,3,3-tetrafluoropropoxy)-1,2-propene oxide, with a yield of 83.5% in terms of tetrafluoropropanol.

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