3-(Perfluoro-n-octyl)propenoxide

Base Information

• Chemical Name: 3-(Perfluoro-n-octyl)propenoxide
• CAS No.: 38565-53-6
• Molecular Formula: C11H5 F17 O
• Molecular Weight: 476.133
• Hs Code.: 2910900090
• European Community (EC) Number: 254-006-5
• DSSTox Substance ID: DTXSID50880415
• Nikkaji Number: J294.701C
• Mol file: 38565-53-6.mol

Synonyms:38565-53-6;3-(Perfluoro-n-octyl)propenoxide;3-(perfluorooctyl)-1,2-propenoxide;3-Perfluorooctyl-1,2-epoxypropane;2-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-Heptadecafluorononyl)oxirane;(1h,1h-perfluorononyl)oxirane;(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-Heptadecafluorononyl)oxirane;EINECS 254-006-5;1,2-Epoxy-1H,1H,2H,3H,3H-heptadecafluoroundecane;C11H5F17O;SCHEMBL191770;DTXSID50880415;C11-H5-F17-O;MFCD00042362;1,2-Epoxy-3-(perfluorooctyl)propane;3-(perfluorooctyl)-1,2-epoxypropane;AKOS005254607;FS-4165;3-(perfluoro-n-octyl)-1,2-propenoxide;E0462;FT-0616304;D90523;A824196;(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-Heptadecafluorononyl)oxirane, 96%;2-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-Heptadecafluorononyl)oxirane #;Oxirane, (2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)-

Chemical Property of 3-(Perfluoro-n-octyl)propenoxide

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.745mmHg at 25°C
• Melting Point: 76-78 °C
• Refractive Index: n20/D 1.32(lit.)
• Boiling Point: 87 ºC (19 mmHg)
• Flash Point: >110 ºC
• PSA: 12.53000
• Density: 1.712
• LogP: 5.78470
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 8
• Exact Mass: 476.0068935
• Heavy Atom Count: 29
• Complexity: 617

Purity/Quality:

99% ^*data from raw suppliers

3-(Perfluorooctyl)-1,2-propenoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(O1)CC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F
• Uses: 3-(Perfluorooctyl)-1,2-propenoxide is a fluorinated epoxide with antibacterial properties.

Technology Process of 3-(Perfluoro-n-octyl)propenoxide

There total 11 articles about 3-(Perfluoro-n-octyl)propenoxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-Iodo-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl acetate (99325-02-7) → (3-perfluoro-n-octyl)prop-2-enol (84201-67-2) + (2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane (38565-53-6)

Guidance literature:

With potassium hydroxide; In hexane; for 2h; Yields of byproduct given; Heating;

DOI:10.1016/S0022-1139(97)00018-3

Reference yield: 81.0%

2-Iodo-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl acetate (99325-02-7) → (2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane (38565-53-6)

Guidance literature:

With potassium hydroxide; In hexane; for 5h; Heating;

DOI:10.1016/0022-1139(95)03281-H

Reference yield: 75.0%

1-iodoheptadecafluorooctane (507-63-1) + allyl alcohol (107-18-6) → (2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane (38565-53-6)

Guidance literature:

With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; at 80 ℃; for 6h; Product distribution; various polyfluoroalkyl halides, allylic alcohols and terminal alkynes investigated;

DOI:10.1246/cl.1987.521

upstream raw materials:

3-perfluoro-n-octyl-2-iodo-1-propanol

1-iodoheptadecafluorooctane

allyl alcohol

phenyl(perfluorooctyl)iodonium triflate

Downstream raw materials:

3-(Perfluorooctyl)-2-hydroxypropyl Methacrylate

1H,1H,2H,3H,3H-Perfluoro-1,2,-undecanediol

C₄₆H₄₉F₁₇N₄O₇

1-trimethylammonium-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecan-2-ol, iodide

Refernces

• 1、 Conte,Maniero,Zaggia,Bertani,Gambaretto,Berton,Seraglia. "Regioselective ring opening of [(perfluoroalkyl)methyl] oxiranes with N-nucleophiles". . p. 1274 - 1280. Retrieved 2007/10/03.
• 2、 -. "Fluorine-containing polyfunctional (meth) acrylate composition low refractivity material and reflection reducing film". . . Retrieved 2008/06/13.