3-(1h,1h,5h-Octafluoropentyloxy)-1,2-epoxypropane

Base Information

• Chemical Name: 3-(1h,1h,5h-Octafluoropentyloxy)-1,2-epoxypropane
• CAS No.: 19932-27-5
• Molecular Formula: C8H8F8O2
• Molecular Weight: 288.138
• Hs Code.: 2932990090
• European Community (EC) Number: 671-730-0
• DSSTox Substance ID: DTXSID90379732
• Nikkaji Number: J1.455.946I
• Mol file: 19932-27-5.mol

Synonyms:19932-27-5;3-(1h,1h,5h-octafluoropentyloxy)-1,2-epoxypropane;2-(2,2,3,3,4,4,5,5-octafluoropentoxymethyl)oxirane;Glycidyl 2,2,3,3,4,4,5,5-octafluoropentyl ether;2-{[(2,2,3,3,4,4,5,5-octafluoropentyl)oxy]methyl}oxirane;3-(1H,1H,5H-Octafluoropentyloxy)-1,2-propenoxide;SCHEMBL709622;DTXSID90379732;MFCD00054692;AKOS005257799;AS-80629;FT-0613490;E83874;A814089;Glycidyl(2,2,3,3,4,4,5,5-octafluoropentyl) ether;2-((2,2,3,3,4,4,5,5-octafluoropentyloxy)methyl)oxirane;Glycidyl 2,2,3,3,4,4,5,5-octafluoropentyl ether, 96%;Oxirane, 2-[[(2,2,3,3,4,4,5,5-octafluoropentyl)oxy]methyl]-

Chemical Property of 3-(1h,1h,5h-Octafluoropentyloxy)-1,2-epoxypropane

Chemical Property:

• Refractive Index: n20/D 1.353(lit.)
• Boiling Point: 198.5°Cat760mmHg
• Flash Point: 80.4°C
• PSA: 21.76000
• Density: 1.452g/cm³
• LogP: 2.57280
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 288.03965479
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(1H,1H,5H-Octafluoropentyloxy)-1,2-epoxypropane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(O1)COCC(C(C(C(F)F)(F)F)(F)F)(F)F

Technology Process of 3-(1h,1h,5h-Octafluoropentyloxy)-1,2-epoxypropane

There total 2 articles about 3-(1h,1h,5h-Octafluoropentyloxy)-1,2-epoxypropane 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: 85.0%

2,2,3,3,4,4,5,5-octafluoropentan-1-ol (355-80-6) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 3-(2,2,3,3,4,4,5,5-Octafluoro-pentyloxy)-propane-1,2-diol (25385-69-7) + 2-(((2,2,3,3,4,4,5,5-octafluoropentyl)oxy)methyl)oxirane (19932-27-5) + 1,3-Bis-(2,2,3,3,4,4,5,5-octafluoro-pentyloxy)-propan-2-ol (929080-18-2)

Guidance literature:

With sodium hydroxide; tetramethyl ammoniumhydroxide; at 50 ℃; for 5h;

Reference yield: 78.0%

2,2,3,3,4,4,5,5-octafluoropentan-1-ol (355-80-6) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-(((2,2,3,3,4,4,5,5-octafluoropentyl)oxy)methyl)oxirane (19932-27-5)

Guidance literature:

With potassium hydroxide; In acetonitrile; at 20 - 50 ℃; for 4h;

DOI:10.1134/S1070427207030123

Reference yield:

2-(((2,2,3,3,4,4,5,5-octafluoropentyl)oxy)methyl)oxirane (19932-27-5) → 2,2,3,3,4,4,5,5-octafluoropentan-1-ol (355-80-6) + 3-(2,2,3,3,4,4,5,5-octafluoropentyloxy)-1-propene (3108-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thiourea / methanol

2: 210 - 215 °C

With thiourea; In methanol;

DOI:10.1134/S1070363214110139

upstream raw materials:

2,2,3,3,4,4,5,5-octafluoropentan-1-ol

epichlorohydrin

Downstream raw materials:

2,2,3,3,4,4,5,5-octafluoropentan-1-ol

3-(2,2,3,3,4,4,5,5-octafluoropentyloxy)-1-propene

Refernces

• 1、 Il'in,Il'in,Bakhmutov,Furin,Pokrovskii. "Promising prospects for using partially fluorinated alcohols as O-nucleophilic reagents in organofluoric synthesis". . p. 405 - 418. Retrieved 2008/02/02.