2-(Perfluorohexyl)ethyl methacrylate

Base Information

• Chemical Name: 2-(Perfluorohexyl)ethyl methacrylate
• CAS No.: 2144-53-8
• Deprecated CAS: 116426-23-4,1202243-70-6,1645304-87-5,1877330-13-6,1202243-70-6,1645304-87-5,1877330-13-6
• Molecular Formula: C12H9F13O2
• Molecular Weight: 432.181
• Hs Code.: 29161290
• European Community (EC) Number: 218-407-9
• UNII: A3INR94K4A
• DSSTox Substance ID: DTXSID3047558
• Nikkaji Number: J298.728G
• Wikidata: Q27273572
• ChEMBL ID: CHEMBL3183267
• Mol file: 2144-53-8.mol

Synonyms:Methacrylicacid, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl ester (7CI,8CI);1-Octanol,3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-, methacrylate (8CI);(Perfluorohexyl)ethyl methacrylate;1H,1H,2H,2H-Perfluorooctyl methacrylate;2-(Perfluorohexyl)ethyl methacrylate;3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-yl 2-methyl-2-propenoate;3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctyl methacrylate;FAMAC 6;M 1620;

Chemical Property of 2-(Perfluorohexyl)ethyl methacrylate

Chemical Property:

• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: n20/D 1.346(lit.)
• Boiling Point: 220 °C at 760 mmHg
• Flash Point: 84.6 °C
• PSA: 26.30000
• Density: 1.459g/cm³
• LogP: 5.23460
• Storage Temp.: Keep Cold
• Water Solubility.: 42μg/L at 20℃
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 9
• Exact Mass: 432.0394956
• Heavy Atom Count: 27
• Complexity: 576

Purity/Quality:

98%, ^*data from raw suppliers

TridecafluorohexylethylMethacrylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=C)C(=O)OCCC(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F
• Uses: Surface structure and outer group orientation in poly(perfluoroalkylethyl methacrylate) consist of Tridecafluorohexylethyl Methacrylate.Semifluorinated diblock copolymers based on Me methacrylate and Tridecafluorohexylethyl Methacrylate were prepared by nucleophilic catalyzed group transfer polymerization.

Technology Process of 2-(Perfluorohexyl)ethyl methacrylate

There total 9 articles about 2-(Perfluorohexyl)ethyl methacrylate 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: 94.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + 1H,1H,2H,2H-tridecafluoro-n-octanol (647-42-7) → 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate (2144-53-8)

Guidance literature:

With hydroquinone; toluene-4-sulfonic acid; In toluene; at 115 ℃; for 5h;

Reference yield: 76.0%

methacryloyl anhydride (760-93-0) + 1H,1H,2H,2H-tridecafluoro-n-octanol (647-42-7) → 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate (2144-53-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; 1,1,2-Trichloro-1,2,2-trifluoroethane; at 30 ℃; for 18h;

DOI:10.1016/S0022-1139(96)03569-5

Reference yield: 71.8%

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane (2043-57-4,71215-70-8) + sodium methacrylate (5536-61-8) → 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate (2144-53-8)

Guidance literature:

With tetra-n-butylphosphonium chloride; In o-xylene; water; at 100 ℃; for 12h; Reagent/catalyst;

upstream raw materials:

poly(methacrylic acid)

1H,1H,2H,2H-tridecafluoro-n-octanol

methacryloyl anhydride

Methacryloyl chloride

Refernces

• 1、 -. "METHOD FOR PRODUCING FLUORINE-CONTAINING (METH) ACRYLATE". Paragraph 0043-0047; 0059. . Retrieved 2021/03/13.
• 2、 Koyama, Minoru,Kawakami, Takafumi,Okazoe, Takashi,Nozaki, Kyoko. "Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone". . p. 10913 - 10917. Retrieved 2019/08/02.