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2144-53-8

Basic Information
CAS No.: 2144-53-8
Name: 2-(Perfluorohexyl)ethyl methacrylate
Article Data: 9
Molecular Structure:
Molecular Structure of 2144-53-8 (2-(Perfluorohexyl)ethyl methacrylate)
Formula: C12H9F13O2
Molecular Weight: 432.181
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;
EINECS: 218-407-9
Density: 1.459g/cm3
Boiling Point: 220 °C at 760 mmHg
Flash Point: 84.6 °C
Solubility: 42μg/L at 20℃
Hazard Symbols:
Risk Codes: 36/37/38
Safety: 26-36
PSA: 26.30000
LogP: 5.23460
Synthetic route
79-41-4

poly(methacrylic acid)

647-42-7

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

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With hydroquinone; toluene-4-sulfonic acid In toluene at 115℃; for 5h;94%
With sulfuric acid; hydroquinone In benzene Heating;
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;
760-93-0

methacryloyl anhydride

647-42-7

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

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane; 1,1,2-Trichloro-1,2,2-trifluoroethane at 30℃; for 18h;76%
2043-57-4

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

5536-61-8

sodium methacrylate

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With tetra-n-butylphosphonium chloride In o-xylene; water at 100℃; for 12h; Reagent/catalyst;71.8%
75-25-2

Bromoform

647-42-7

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

67-64-1

acetone

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzonitrile; acetonitrile at 20℃; for 5h;70%
67-66-3

chloroform

647-42-7

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

67-64-1

acetone

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzonitrile; acetonitrile at 50℃; for 42h;8.8%
647-42-7

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

920-46-7

Methacryloyl chloride

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran Yield given;
2043-57-4

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

6900-35-2

potassium methacrylate

A

647-42-7

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

B

25291-17-2

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene

C

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With 10H-phenothiazine In tert-butyl alcohol at 130 - 170℃; for 6 - 9h;
2043-57-4

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

6900-35-2

potassium methacrylate

A

25291-17-2

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene

B

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
With 10H-phenothiazine In tert-butyl alcohol at 160℃; for 9h;

1H,1H,2H,2H-tridecafluorooctyl 2-chloro-2-methylpropanoate

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Conditions
ConditionsYield
at 540℃; for 0.55h; Inert atmosphere;1.36 g
31001-77-1

mercaptopropylmethyldimethoxysilane

2144-53-8

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate

Dimethoxy-methyl-[3-(2-pentafluorophenyl-ethylsulfanyl)-propyl]-silane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In acetonitrile at 80℃; for 4h;60%
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    2144-53-8

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Specification

The 2-(Perfluorohexyl)ethyl methacrylate with its cas register number is 2144-53-8. It also can be called as 1,1,2,2-Tetrahydroperfluorooctyl methacrylate and the IUPAC Name about this chemical is 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylprop-2-enoate. It belongs to the following product categories, such as monomer, Acrylic Monomers, Fluorinated Acrylics, Monomers and so on.

Physical properties about 2-(Perfluorohexyl)ethyl methacrylate are: (1)ACD/LogP: 6.71; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.71; (4)ACD/LogD (pH 7.4): 6.71; (5)ACD/BCF (pH 5.5): 74149.32; (6)ACD/BCF (pH 7.4): 74149.32; (7)ACD/KOC (pH 5.5): 106562.2; (8)ACD/KOC (pH 7.4): 106562.2; (9)#H bond acceptors: 2; (10)#Freely Rotating Bonds: 9; (11)Polar Surface Area: 26.3Å2; (12)Index of Refraction: 1.333; (13)Molar Refractivity: 60.9 cm3; (14)Molar Volume: 296.1 cm3; (15)Polarizability: 24.14x10-24cm3; (16)Surface Tension: 18.4 dyne/cm; (17)Enthalpy of Vaporization: 45.64 kJ/mol; (18)Vapour Pressure: 0.116 mmHg at 25°C.

Preparation: this chemical can be prepared by 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol and methacrylic acid-anhydride. This reaction will need reagent DMAP, Et3N and solvent CH2Cl2, 1,1,2-trichloro-1,2,2-trifluoro-ethane . The reaction time is 18 hour(s) with reaction temperature of 30 ℃. The yield is about 76%.



When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)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
(2)InChI: InChI=1S/C12H9F13O2/c1-5(2)6(26)27-4-3-7(13,14)8(15,16)9(17,18)10(19,20)11(21,22)12(23,24)25/h1,3-4H2,2H3
(3)InChIKey: CDXFIRXEAJABAZ-UHFFFAOYSA-N

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