2-(Perfluorobutyl)ethyl acrylate

Base Information

• Chemical Name: 2-(Perfluorobutyl)ethyl acrylate
• CAS No.: 52591-27-2
• Deprecated CAS: 151932-12-6,155352-07-1,678159-88-1,681129-60-2,928633-76-5,1040032-77-6,1264757-47-2,155352-07-1,678159-88-1,681129-60-2,928633-76-5
• Molecular Formula: C9H7F9O2
• Molecular Weight: 318.139
• Hs Code.: 2916129000
• European Community (EC) Number: 808-163-7,671-186-4
• DSSTox Substance ID: DTXSID1068772
• Nikkaji Number: J429.188C
• Wikidata: Q72500440
• Mol file: 52591-27-2.mol

Synonyms:2-(Perfluorobutyl)ethyl acrylate;52591-27-2;117374-41-1;2-(nonafluorobutyl)ethyl acrylate;1H,1H,2H,2H-Nonafluorohexyl acrylate;3,3,4,4,5,5,6,6,6-nonafluorohexyl acrylate;3,3,4,4,5,5,6,6,6-nonafluorohexyl prop-2-enoate;2-Propenoic acid, 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester;1,1,2,2-Tetrahydroperfluorohexyl acrylate;2-(perfluorobutyl)ethylacrylate;MFCD00236104;1H,1H,2H,2H-Nonafluorohexyl Acrylate (stabilized with TBC);Acrylic Acid 1H,1H,2H,2H-Nonafluorohexyl Ester;Acrylic Acid 3,3,4,4,5,5,6,6,6-Nonafluorohexyl Ester;C9H7F9O2;SCHEMBL149836;DTXSID1068772;2-propenoic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester;AC9744;AKOS005063733;BS-43821;SY112317;1H,1H,2H,2H-Nonafluorohexyl-1-acrylate;FT-0608881;N0977;N1107;Boc-(S)-3-Amino-4-(4-cyanophenyl)butanoicacid;A803760;3,3,4,4,5,5,6,6,6-Nonafluorohex-1yl acrylate;1H,1H,2H,2H-Nonafluorohexyl Acrylate (stabilized with MEHQ);3,3,4,4,5,5,6,6,6-nonakis(fluoranyl)hexyl prop-2-enoate

Chemical Property of 2-(Perfluorobutyl)ethyl acrylate

Chemical Property:

• Vapor Pressure: 2mmHg at 25°C
• Refractive Index: 1.310
• Boiling Point: 164 °C at 760 mmHg
• Flash Point: 52.1 °C
• PSA: 26.30000
• Density: 1.414 g/cm³
• LogP: 3.57390
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 318.03023292
• Heavy Atom Count: 20
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

1H,1H,2H,2H-Nonafluorohexyl Acrylate (stabilized with MEHQ) >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)OCCC(C(C(C(F)(F)F)(F)F)(F)F)(F)F
• Uses: 2-(Perfluorobutyl)ethyl Acrylate can be used as an acrylic resin surface modifier with high water repellency and oil repellency for coating agents. It can also be used in a super concentrated emulsion method to prepare a solid sheet polycarboxylic acid water reducing agent.

Technology Process of 2-(Perfluorobutyl)ethyl acrylate

There total 2 articles about 2-(Perfluorobutyl)ethyl acrylate 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:

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide (2043-55-2,71215-70-8) + potassium acrylate (10192-85-5) → perfluorobutylethyl acrylate (52591-27-2) + 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene (19430-93-4) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2)

Guidance literature:

With 10H-phenothiazine; In tert-butyl alcohol; at 160 ℃; for 6h;

Reference yield:

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane (2043-57-4,71215-70-8) + potassium acrylate (10192-85-5) → perfluorobutylethyl acrylate (52591-27-2) + 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene (19430-93-4)

Guidance literature:

With 10H-phenothiazine; In tert-butyl alcohol; at 150 ℃; for 6h;

Reference yield: 84.0%

perfluorobutylethyl acrylate (52591-27-2) + 2-cyanobenzyl 2-hydroxy-2-phenylacetate → (E)-3,3,4,4,5,5,6,6,6-nonafluorohexyl 3-(3-(2-((2-cyanobenzyl)oxy)-1-hydroxy-2-oxoethyl)phenyl)acrylate

Guidance literature:

With silver(I) acetate; palladium diacetate; N-acetylglycine; at 90 ℃; for 24h; Sealed tube;

DOI:10.1021/acs.orglett.1c02080

upstream raw materials:

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

potassium acrylate

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane

Refernces