Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

1,1,1,3,3,3-Hexafluoroisopropyl acrylate

Related Products

Hot Products

Name

1,1,1,3,3,3-Hexafluoroisopropyl acrylate

EINECS 218-479-1
CAS No. 2160-89-6 Density 1.394 g/cm3
PSA 26.30000 LogP 2.20880
Solubility Insoluble Melting Point N/A
Formula C6H4F6O2 Boiling Point 110.3 °C at 760 mmHg
Molecular Weight 222.087 Flash Point 10 °C
Transport Information N/A Appearance clear colorless liquid
Safety 26-28-61-37/39-16 Risk Codes 36/37/38-51/53-11
Molecular Structure Molecular Structure of 2160-89-6 (1,1,1,3,3,3-Hexafluoroisopropyl acrylate) Hazard Symbols IrritantXi,DangerousN,FlammableF
Synonyms

Acrylicacid, 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ester (7CI,8CI);Ethanol,2,2,2-trifluoro-1-(trifluoromethyl)-, acrylate (8CI);1-Trifluoromethyl-2,2,2-trifluoroethyl acrylate;HFIPA;Hexafluoroisopropylacrylate;

Article Data 2

1,1,1,3,3,3-Hexafluoroisopropyl acrylate Synthetic route

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

814-68-6

acryloyl chloride

2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) at 20℃; for 20.0833h;
2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

(E)-(pent-3-en-1-yn-1-yl)cyclohexane

1,1,1,3,3,3-hexafluoropropan-2-yl (S,E)-3-cyclohexyl-2-(prop-1-en-1-yl) cyclobut-2-ene-1-carboxylate

Conditions
ConditionsYield
With C27H34Br2CoNOP; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; zinc In toluene at 23℃; for 15h; Inert atmosphere; Glovebox; Sealed tube; enantioselective reaction;99%
2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

(E)-(pent-3-en-1-yn-1-yl)cyclohexane

1,1,1,3,3,3-hexafluoropropan-2-yl (E)-3-cyclohexyl-2-(prop-1-en-1-yl) cyclobut-2-ene-1-carboxylate

Conditions
ConditionsYield
With C21H18Br2CoNOP; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; zinc In toluene at 23℃; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;99%
2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

C12H16OS

C18H20F6O3S

Conditions
ConditionsYield
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; sodium 2,2,2-trifluoroacetate In methanol; dichloromethane at 30℃; Irradiation;98%
591-50-4

iodobenzene

2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

(E)-3-Phenyl-acrylic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester

Conditions
ConditionsYield
With PdAS-V; triethylamine In toluene at 100℃; for 5h; Heck reaction;95%
With triethylamine; poly{bis[(N-iPr-acrylamide)5-co-((4-vinylphenyl)PPh2)]PdCl2} In toluene at 100℃; for 5h; Heck reaction;95%
2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

606123-24-4

N-(o-bromobenzyl)-6-pent-4-enylpiperidin-2-one

606123-37-9

1,1,1,3,3,3-hexafluoroisopropyl (E)-6-[1-(2-bromobenzyl)-6-oxopiperidin-2-yl]hex-2-enoate

Conditions
ConditionsYield
Grubbs catalyst first generation In dichloromethane at 20℃; for 12h;92%
15980-15-1

1,4-Oxathiane

2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

C10H12F6O3S

Conditions
ConditionsYield
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; sodium 2,2,2-trifluoroacetate In methanol; dichloromethane at 30℃; Irradiation;91%
2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

100-52-7

benzaldehyde

253197-70-5

1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-3-phenylpropanoate

Conditions
ConditionsYield
With 4-(3-ethyl-4-oxa-1-azatricyclo[4,4,0,0(3,8)]dec-5-yl)quinolin-6-ol In tetrahydrofuran; N,N-dimethyl-formamide at -55℃; for 24h; Morita-Baylis-Hillman Alkylation; enantioselective reaction;90%
Stage #1: benzaldehyde With 4-[(5S)-3-ethyl-4-oxa-1-azatricyclo[4.4.0.03,8]decan-5-yl]quinolin-6-yl (2,2,2-trichloroacetyl)carbamate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Morita-Baylis-Hillman reaction; Molecular sieve;
Stage #2: 1,1,1,3,3,3-hexafluoroisopropyl acrylate In N,N-dimethyl-formamide at -55℃; for 3h; Morita-Baylis-Hillman reaction; optical yield given as %ee; enantioselective reaction;
83%
With 4-(3-ethyl-4-oxa-1-azatricyclo[4,4,0,0(3,8)]dec-5-yl)quinolin-6-ol In N,N-dimethyl-formamide at -55℃; for 48h; Baylis-Hillman reaction;75%
With (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxy-cinchonane In N,N-dimethyl-formamide at -55℃; for 48h; Baylis-Hillman reaction;75%
29683-23-6

tetrahydrothiopyran-4-ol

2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

C11H14F6O3S

Conditions
ConditionsYield
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; sodium 2,2,2-trifluoroacetate In methanol; dichloromethane at 30℃; Irradiation;90%
2160-89-6

1,1,1,3,3,3-hexafluoroisopropyl acrylate

96157-01-6

tert-Butyl-((8R,9S,13S,14S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yloxy)-dimethyl-silane

A

(4bS,6aS,6bR,7R,8aS,9aS,9bR)-6b-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-6a-methyl-5,6,6a,6b,7,8,8a,9,9a,9b,10,11-dodecahydro-4bH-cyclobuta[3,4]cyclopenta[1,2-a]phenanthrene-7-carboxylic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester

B

(4bS,6aS,6bR,7S,8aS,9aS,9bR)-6b-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-6a-methyl-5,6,6a,6b,7,8,8a,9,9a,9b,10,11-dodecahydro-4bH-cyclobuta[3,4]cyclopenta[1,2-a]phenanthrene-7-carboxylic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester

Conditions
ConditionsYield
With ethylaluminum dichloride In dichloromethane at -60℃; for 0.166667h; Temperature; Inert atmosphere; Overall yield = 86 %; diastereoselective reaction;A n/a
B 89%
With ethylaluminum dichloride In dichloromethane at -78℃; for 4h; Title compound not separated from byproducts;

1,1,1,3,3,3-Hexafluoroisopropyl acrylate Specification

The 1,1,1,3,3,3-Hexafluoroisopropyl acrylate is an organic compound with the formula C6H4F6O2. The IUPAC name of this chemical is 1,1,1,3,3,3-hexafluoropropan-2-yl prop-2-enoate. With the CAS registry number 2160-89-6, it is also named as 2-Propenoic acid, 2,2,2-trifluoro-1-(trifluoromethyl)ethyl ester. The product's categories are monomer;Acrylic Monomers;C6 to C7Monomers; Carbonyl Compounds; Esters; Fluorinated AcrylicsSelf Assembly&Contact Printing; Fluorine-Containing Monomers for 157 nm UV Lithography Resist PolymersPhotonic and Optical Materials;Lithography Monomers; Low Refractive Index Monomers; Waveguide Materials. Besides, it is a clear colorless liquid, which should be stored in a cold, dry place.

Physical properties about 1,1,1,3,3,3-Hexafluoroisopropyl acrylate are: (1)ACD/LogP: 1.80; (2)ACD/LogD (pH 5.5): 1.79; (3)ACD/LogD (pH 7.4): 1.79; (4)ACD/BCF (pH 5.5): 13.62; (5)ACD/BCF (pH 7.4): 13.62; (6)ACD/KOC (pH 5.5): 225.61; (7)ACD/KOC (pH 7.4): 225.61; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3 Å2; (11)Index of Refraction: 1.326; (12)Molar Refractivity: 32.21 cm3; (13)Molar Volume: 159.3 cm3; (14)Polarizability: 12.77×10-24cm3; (15)Surface Tension: 18.2 dyne/cm; (16)Density: 1.394 g/cm3; (17)Flash Point: 10 °C; (18)Enthalpy of Vaporization: 34.9 kJ/mol; (19)Boiling Point: 110.3 °C at 760 mmHg; (20)Vapour Pressure: 23.9 mmHg at 25°C.

Uses of 1,1,1,3,3,3-Hexafluoroisopropyl acrylate: it can be used to produce -(1-hydroxy-propyl)-acrylic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester at temperature of -55 °C. This reaction is a kind of Addition. It will need reagent (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxycinchonane and solvent dimethylformamide with reaction time of 4 hours. The yield is about 40%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, and harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. When you are using it, Keep away from sources of ignition - No smoking, and wear suitable suitable protective clothing and gloves. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(F)C(OC(=O)\C=C)C(F)(F)F
(2)InChI: InChI=1/C6H4F6O2/c1-2-3(13)14-4(5(7,8)9)6(10,11)12/h2,4H,1H2
(3)InChIKey: MNSWITGNWZSAMC-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C6H4F6O2/c1-2-3(13)14-4(5(7,8)9)6(10,11)12/h2,4H,1H2
(5)Std. InChIKey: MNSWITGNWZSAMC-UHFFFAOYSA-N

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 2160-89-6