Product Name

  • Name

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

  • EINECS 218-479-1
  • CAS No. 2160-89-6
  • Article Data2
  • CAS DataBase
  • Density 1.394 g/cm3
  • Solubility Insoluble
  • Melting Point
  • Formula C6H4F6O2
  • Boiling Point 110.3 °C at 760 mmHg
  • Molecular Weight 222.087
  • Flash Point 10 °C
  • Transport Information
  • 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;
  • PSA 26.30000
  • LogP 2.20880

Synthetic route

1,1,1,3',3',3'-hexafluoro-propanol
920-66-1

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

acryloyl chloride
814-68-6

acryloyl chloride

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) at 20℃; for 20.0833h;
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

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

(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

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%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

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

(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

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%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

C12H16OS

C12H16OS

C18H20F6O3S

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%
iodobenzene
591-50-4

iodobenzene

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

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

(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%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

N-(o-bromobenzyl)-6-pent-4-enylpiperidin-2-one
606123-24-4

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

1,1,1,3,3,3-hexafluoroisopropyl (E)-6-[1-(2-bromobenzyl)-6-oxopiperidin-2-yl]hex-2-enoate
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%
1,4-Oxathiane
15980-15-1

1,4-Oxathiane

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

C10H12F6O3S

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%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

benzaldehyde
100-52-7

benzaldehyde

1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-3-phenylpropanoate
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%
tetrahydrothiopyran-4-ol
29683-23-6

tetrahydrothiopyran-4-ol

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

C11H14F6O3S

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%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

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
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

(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

(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
2160-89-6

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

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
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

(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

(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 -40℃; for 0.166667h; Temperature; Inert atmosphere; diastereoselective reaction;89%
Multi-step reaction with 2 steps
1: ethylaluminum dichloride / dichloromethane / 0.17 h / -60 °C / Inert atmosphere
2: ethylaluminum dichloride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: ethylaluminum dichloride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere
2: ethylaluminum dichloride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
View Scheme
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

3,3-diethyl-5,5-dimethylmorpholin-2-one
264279-67-6

3,3-diethyl-5,5-dimethylmorpholin-2-one

C16H21F6NO4

C16H21F6NO4

Conditions
ConditionsYield
With silver(I) acetate; palladium diacetate at 60℃;89%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

1-(((dimethyl(oxo)- λ6-sulfanylidene)methyl)sulfonyl)-4-methylbenzene

1-(((dimethyl(oxo)- λ6-sulfanylidene)methyl)sulfonyl)-4-methylbenzene

1,1,1,3,3,3-hexafluoropropan-2-yl 2-(6-methyl-3-oxo-2,3-dihydro-1H-inden-1-yl)acetate

1,1,1,3,3,3-hexafluoropropan-2-yl 2-(6-methyl-3-oxo-2,3-dihydro-1H-inden-1-yl)acetate

Conditions
ConditionsYield
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 1,1,1,3',3',3'-hexafluoro-propanol; sodium acetate at 100℃; for 24h; Glovebox;88%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

(2R,3S)-3-triethylsiloxy-2-methyl-3-phenylpropanal

(2R,3S)-3-triethylsiloxy-2-methyl-3-phenylpropanal

1,1,1,3,3,3-hexafluoropropan-2-yl (3R,4S,5R)-3-hydroxy-5-triethylsiloxy-4-methyl-2-methylene-5-phenylpentanoate

1,1,1,3,3,3-hexafluoropropan-2-yl (3R,4S,5R)-3-hydroxy-5-triethylsiloxy-4-methyl-2-methylene-5-phenylpentanoate

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 72h; Morita-Baylis-Hillman Alkylation;87%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-3-(4-nitrophenyl)-propanoate

1,1,1,3,3,3-hexafluoropropan-2-yl (R)-3-hydroxy-2-methylene-3-(4-nitrophenyl)-propanoate

Conditions
ConditionsYield
With C33H27F6FeN2PS; sodium hydroxide In tetrahydrofuran at 25℃; for 48h; Catalytic behavior; Reagent/catalyst; Morita-Baylis-Hillman Alkylation; enantioselective reaction;85%
Stage #1: 4-nitrobenzaldehdye 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 2h; Morita-Baylis-Hillman reaction; optical yield given as %ee; enantioselective reaction;
63%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

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
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

(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

(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

Conditions
ConditionsYield
With ethylaluminum dichloride In dichloromethane at -78℃; for 0.166667h; Inert atmosphere; diastereoselective reaction;85%
3-hydroxypropyl benzoate
6946-99-2

3-hydroxypropyl benzoate

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

2-(5-oxotetrahydrofuran-2-yl)ethyl benzoate

2-(5-oxotetrahydrofuran-2-yl)ethyl benzoate

Conditions
ConditionsYield
With quinuclidin-3-yl benzenesulfonate; 3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole>; C36H16F16IrN4(1+)*F6P(1-) In acetonitrile at 20℃; for 14h; Glovebox; Inert atmosphere; Sealed tube; Irradiation;85%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

β-naphthaldehyde
66-99-9

β-naphthaldehyde

1,1,1,3,3,3-hexafluoropropan-2-yl (S)-3-hydroxy-2-methylene-3-(naphthalen-2-yl)-propanoate
1476067-48-7

1,1,1,3,3,3-hexafluoropropan-2-yl (S)-3-hydroxy-2-methylene-3-(naphthalen-2-yl)-propanoate

Conditions
ConditionsYield
With α-isocupreine In N,N-dimethyl-formamide at -55℃; for 48h; Morita-Baylis-Hillman Alkylation; Inert atmosphere; enantioselective reaction;84%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

C13H9F6NO5

C13H9F6NO5

Conditions
ConditionsYield
With C33H27F6FeN2PS; sodium hydroxide In tetrahydrofuran at 25℃; for 48h; Morita-Baylis-Hillman Alkylation; enantioselective reaction;84%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

(S)-N-tert-butoxycarbonylvalinal
79069-51-5

(S)-N-tert-butoxycarbonylvalinal

A

tert-butyl (3S,4S)-[5-((1,1,1,3,3,3-hexafluoropropan-2-yloxy)carbonyl)-4-hydroxy-2-methylhex-5-en-3-yl]carbamate
916823-42-2

tert-butyl (3S,4S)-[5-((1,1,1,3,3,3-hexafluoropropan-2-yloxy)carbonyl)-4-hydroxy-2-methylhex-5-en-3-yl]carbamate

B

(2R,6S)-2,6-bis((S)-1-((tert-butoxycarbonyl)amino)-2-methylpropyl)-5-methylidene-1,3-dioxan-4-one

(2R,6S)-2,6-bis((S)-1-((tert-butoxycarbonyl)amino)-2-methylpropyl)-5-methylidene-1,3-dioxan-4-one

Conditions
ConditionsYield
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 46h;A 83%
B 3%
thiophene
110-01-0

thiophene

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

C10H12F6O2S

C10H12F6O2S

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;83%
sulfure de pentamethylene
1613-51-0

sulfure de pentamethylene

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

C11H14F6O2S

C11H14F6O2S

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;83%
Tetrahydrothiopyran-4-one
1072-72-6

Tetrahydrothiopyran-4-one

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

C11H12F6O3S

C11H12F6O3S

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;83%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

tert-butyl (cyclohept-1-en-1-yloxy)dimethylsilane
68081-19-6

tert-butyl (cyclohept-1-en-1-yloxy)dimethylsilane

(1RS,7SR,9RS)-1-(tert-butyldimethylsiloxy)-9-(1,1,1,3,3,3-hexafluoroisopropoxycarbonyl)bicyclo[5.2.0]nonane

(1RS,7SR,9RS)-1-(tert-butyldimethylsiloxy)-9-(1,1,1,3,3,3-hexafluoroisopropoxycarbonyl)bicyclo[5.2.0]nonane

Conditions
ConditionsYield
With ethylaluminum dichloride In dichloromethane at -78℃; for 4h;82%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

β-naphthaldehyde
66-99-9

β-naphthaldehyde

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

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

Conditions
ConditionsYield
With (3R,8R,9S)-10,11-dihydro-3,9-epoxy-6'-hydroxy-cinchonane In N,N-dimethyl-formamide at -55℃; for 58h; Baylis-Hillman reaction;82%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

1,1,1,3,3,3-hexafluoro-propan-2-yl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
1454308-52-1

1,1,1,3,3,3-hexafluoro-propan-2-yl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Conditions
ConditionsYield
Stage #1: bis(pinacol)diborane With copper(II) carbonate; triphenylphosphine In water at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1,1,1,3,3,3-hexafluoroisopropyl acrylate In water at 27℃; for 24h; Inert atmosphere;
82%
Stage #1: bis(pinacol)diborane With copper carbonate hydroxide; triphenylphosphine In water at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1,1,1,3,3,3-hexafluoroisopropyl acrylate In water at 27℃; for 24h; Inert atmosphere;
82%
Stage #1: bis(pinacol)diborane With copper(II) carbonate; triphenylphosphine In water at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1,1,1,3,3,3-hexafluoroisopropyl acrylate In water at 27℃; for 24h; Inert atmosphere;
82%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

hexan-1-ol
111-27-3

hexan-1-ol

γ-nonalactone
104-61-0

γ-nonalactone

Conditions
ConditionsYield
With quinuclidin-3-yl benzenesulfonate; 3,3,3',3'-tetrakis(trifluoromethyl)-1,1'(3H,3'H)-spirobi<2,1-benzoxasilole>; C36H16F16IrN4(1+)*F6P(1-) In acetonitrile at 20℃; for 14h; Glovebox; Inert atmosphere; Sealed tube; Irradiation;82%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

1-triisopropylsiloxy-1-cyclohexene
80522-46-9

1-triisopropylsiloxy-1-cyclohexene

(1RS,6SR,8RS)-1-(triisopropylsiloxy)-8-(1,1,1,3,3,3-hexafluoroisopropoxycarbonyl)bicyclo[4.2.0]octane

(1RS,6SR,8RS)-1-(triisopropylsiloxy)-8-(1,1,1,3,3,3-hexafluoroisopropoxycarbonyl)bicyclo[4.2.0]octane

Conditions
ConditionsYield
With ethylaluminum dichloride In dichloromethane at -78℃; for 4h;80%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

4-chloro-3-nitro-benzaldehyde
16588-34-4

4-chloro-3-nitro-benzaldehyde

C13H8ClF6NO5

C13H8ClF6NO5

Conditions
ConditionsYield
With C33H27F6FeN2PS; sodium hydroxide In tetrahydrofuran at 25℃; for 48h; Morita-Baylis-Hillman Alkylation; enantioselective reaction;80%
4-(phenylthio-methyl)-piperidine-1-carboxylic acid tert-butyl ester
875282-59-0

4-(phenylthio-methyl)-piperidine-1-carboxylic acid tert-butyl ester

1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

C23H29F6NO4S

C23H29F6NO4S

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;78%
1,1,1,3,3,3-hexafluoroisopropyl acrylate
2160-89-6

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

tert-butoxycarbonyl-L-leucinal
58521-45-2

tert-butoxycarbonyl-L-leucinal

A

tert-butyl (3S,4S)-[2-((1,1,1,3,3,3-hexafluoropropan-2-yloxy)carbonyl)-3-hydroxy-6-methylhept-1-en-4-yl]carbamate
916823-40-0

tert-butyl (3S,4S)-[2-((1,1,1,3,3,3-hexafluoropropan-2-yloxy)carbonyl)-3-hydroxy-6-methylhept-1-en-4-yl]carbamate

B

2,6-bis((S)-1-((tert-butoxycarbonyl)amino)-3-methylbutyl)-5-methylidene-1,3-dioxan-4-one

2,6-bis((S)-1-((tert-butoxycarbonyl)amino)-3-methylbutyl)-5-methylidene-1,3-dioxan-4-one

Conditions
ConditionsYield
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 46h;A 77%
B 4%

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

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