2043-47-2

Basic information

• Product Name: 1H,1H,2H,2H-Perfluorohexan-1-ol
• Synonyms: 1,1,2,2-Tetrahydroperfluoro-1-hexanol;3,3,4,4,5,5,6,6,6-nonafluoro-1-hexano;1H,1H,2H,2H-NONAFLUORO-1-HEXANOL;1H,1H,2H,2H-NONAFLUOROHEXAN-1-OL;1H,1H,2H,2H-PERFLUOROHEXAN-1-OL;1H,1H,2H,2H-PERFLUOROHEXANOL;2-(PERFLUOROBUTYL)ETHANOL;3,3,4,4,5,5,6,6,6-NONAFLUORO-1-HEXANOL
• CAS NO: 2043-47-2
• Molecular Formula: C₆H₅F₉O
• Molecular Weight: 264.09
• EINECS: 218-050-9
• Product Categories: Organics;Fluorous Chemistry;Fluorous Compounds;Synthetic Organic Chemistry;organofluorine compounds
• Mol File: 2043-47-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 140-143 °C(lit.)
• Flash Point: 164 °F
• Appearance: colorless/liquid
• Density: 1.59 g/mL at 25 °C(lit.)
• Vapor Pressure: 12.9mmHg at 25°C
• Refractive Index: n20/D 1.314(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform, Methanol (Slightly)
• PKA: 14.16±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 1H,1H,2H,2H-Perfluorohexan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,1H,2H,2H-Perfluorohexan-1-ol(2043-47-2)
• EPA Substance Registry System: 1H,1H,2H,2H-Perfluorohexan-1-ol(2043-47-2)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 2043-47-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

1H,1H,2H,2H-Perfluorohexanol is used in the synthesis of polymer coatings with controlled surface topography. As well used in the preparation of star polymers as fluorous nanocapsules for the encapsulation and release of perfluorinated compounds.

InChI:InChI=1/C6H5F9O/c7-3(8,1-2-16)4(9,10)5(11,12)6(13,14)15/h16H,1-2H2

Synthetic route

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide (2043-55-2) → 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2)

Conditions	Yield
With hydrogenchloride; formic acid; oxygen; copper; zinc In water at 80℃; for 2h; Product distribution; various solvents, water concentration;	100%
With water In N,N-dimethyl-formamide at 125 - 130℃; under 9000.9 Torr; for 30h; Pressure; Solvent; Green chemistry;	85%
Yield given. Multistep reaction;
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water; dimethyl sulfoxide at 140℃; under 7125.71 Torr; for 10h; Concentration; Solvent; Temperature;

potassium 6,6,6,5,5,4,4,3,3-nonafluorohexyl sulfate (1048684-09-8) → 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2)

Conditions	Yield
With hydrogenchloride; water at 70℃; for 25h; pH=0 - 1;	87%

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) + 3,3,4,4,5,5,6,6,6-Nonafluoro-2-hexanol (116741-81-2)

Conditions	Yield
Stage #1: 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene With bis(cyclohexanyl)borane In tetrahydrofuran at 20℃; for 16h; Stage #2: With dihydrogen peroxide In tetrahydrofuran alkaline solution; Further stages.;

3-(perfluorohexyl)prop-1-ene (80793-18-6) → 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 3-(F-hexyl)propan-2-ol (80363-03-7)

Conditions	Yield
Stage #1: 3-(perfluorohexyl)prop-1-ene With dichloroborane In hexane Stage #2: With dihydrogen peroxide In hexane alkaline solution; Further stages.;

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) + (S)-3,3,4,4,5,5,6,6,6-Nonafluoro-hexan-2-ol + (R)-3,3,4,4,5,5,6,6,6-Nonafluoro-hexan-2-ol

Conditions	Yield
Stage #1: 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene With benzo[1,3,2]dioxaborole; (η4-cyclooctadiene)((R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl)rhodium(I) tetrfluoroborate In tetrahydrofuran at 0℃; for 1h; Stage #2: With sodium hydroxide; dihydrogen peroxide In ethanol Further stages. Title compound not separated from byproducts.;

3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene (19430-93-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 3,3,4,4,5,5,6,6,6-Nonafluoro-2-hexanol (116741-81-2)

Conditions	Yield
Stage #1: 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; Wilkinson's catalyst In tetrahydrofuran at 20℃; for 2.5h; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran Further stages. Title compound not separated from byproducts.;

3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene (19430-93-4) + benzo[1,3,2]dioxaborole (274-07-7) → 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 3,3,4,4,5,5,6,6,6-Nonafluoro-2-hexanol (116741-81-2)

Conditions	Yield
Stage #1: 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene; benzo[1,3,2]dioxaborole; Wilkinson's catalyst In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran Further stages. Title compound not separated from byproducts.;

1-iodo-1H,1H,2H,2H-perfluorohexadecane + 3,3,4,4,5,5,6,6,6-nonafluorohexyliodide (2043-55-2) + 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane (2043-57-4) + 2-(n-perfluorooctyl)ethyl iodide (2043-53-0) + 1-iodo-1H,1H,2H,2H-perfluorododecane (2043-54-1) + 1-iodo-1H,1H,2H,2H-perfluorotetradecane (30046-31-2) → 1H,1H,2H,2H-perfluorohexadecan-1-ol (60699-51-6) + 1H,1H,2H,2H-tridecafluoro-n-octanol (647-42-7) + 2-(perfluorodecyl)ethanol (865-86-1) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 1H,1H,2H,2H-perfluorobutadecan-1-ol (39239-77-5) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decanol (678-39-7)

Conditions	Yield
With water; silver nitrate; copper(II) sulfate at 180℃; Conversion of starting material; Gas phase;

...Expand

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide (2043-55-2) + 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)

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

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 3,3,4,4,5,5,6,6,6-nonafluorohexanoic acid (70887-89-7)

Conditions	Yield
With chromium(VI) oxide; sulfuric acid In diethyl ether; acetone for 0.0833333h;	98%
With chromium(VI) oxide; sulfuric acid In diethyl ether; water; acetone for 0.5h; Jones oxidation;	81%
With Jones reagent In diethyl ether; acetone

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → O,O-bis(1H,1H,2H,2H-nonafluoro-n-hexyl)dithiophosphoric acid

Conditions	Yield
With tetraphosphorus decasulfide In toluene Heating;	98%

ethyl bromide (74-96-4) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 1,1,1,2,2,3,3,4,4-nonafluoro-7-oxanonane (1240205-57-5)

Conditions	Yield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;	95%

4-methoxycarbonylphenyl bromide (619-42-1) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → methyl 4-((3,3,4,4,5,5,6,6,6-nonafluorohexyl)oxy)benzoate

Conditions	Yield
With (4,4′-di-tert-butyl-2,2′-dipyridyl)Ni(o-tolyl)(Br); 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 80℃; for 12h; Inert atmosphere; Sealed tube; UV-irradiation;	95%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester (188492-56-0)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;	94%
With dmap; triethylamine

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + acrylic acid (79-10-7) → perfluorobutylethyl acrylate (52591-27-2)

Conditions	Yield
With toluene-4-sulfonic acid; hydroquinone at 80℃; for 5.5h; Reagent/catalyst; Green chemistry;	92.2%
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol; acrylic acid With sodium carbonate; triethylamine; benzenesulfonyl chloride; Sumilizer GM In dichloromethane at 30 - 40℃; for 2h; Stage #2: With water In dichloromethane for 1h; Stage #3: acrylic acid With water; triethylamine; benzenesulfonyl chloride Product distribution / selectivity; more than 3 stages;	84%
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol; acrylic acid With triethylamine; benzenesulfonyl chloride; Sumilizer GM In dichloromethane at 20 - 40℃; for 3h; Stage #2: With water In dichloromethane for 0.5h; Product distribution / selectivity;	76%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 4'-(Benzyloxy)-biphenyl-4-carboxylic acid (111153-16-3) → 4'-benzyloxy-biphenyl-4-carboxylic acid 3,3,4,4,5,5,6,6,6-nonafluoro-hexyl ester

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	92%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 1H,1H,2H,2H-perfluorohexyl trifluoromethanesulfonate (171182-86-8)

Conditions	Yield
With trifluoromethylsulfonic anhydride; triethylamine In dichloromethane at 5℃; for 24h;	91.8%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + Nα-(tert-butyloxycarbonyl)-(R)-lysine tert-butyl ester → C22H33F9N2O6

Conditions	Yield
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With pyridine; di(succinimido) carbonate In N,N-dimethyl-formamide at 40℃; for 15h; Stage #2: Nα-(tert-butyloxycarbonyl)-(R)-lysine tert-butyl ester In N,N-dimethyl-formamide at 20 - 30℃;	91%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 3,3,4,4,5,5,6,6,6-nonafluorohexyl 2,2-difluoro-3-hydroxy-4-methylpentanoate (1370345-78-0) + 3,3,4,4,5,5,6,6,6-nonafluorohexyl 2,2-difluoro-3-methacryloyloxy-4-methylpentanoate (1370345-79-1)

Conditions	Yield
	A 87% B n/a
	A 87% B n/a

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + propyl bromide (106-94-5) → 1,1,1,2,2,3,3,4,4-nonafluoro-7-oxadecane (1193009-98-1)

Conditions	Yield
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With sodium hydroxide In tetrahydrofuran; cyclohexane; water at 25℃; for 2h; Stage #2: propyl bromide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; cyclohexane; water at 40 - 70℃; for 48h;	86%
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;	84%

maleic anhydride (108-31-6) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → bis(1H,1H,2H,2H-nonafluorohexyl)maleate

Conditions	Yield
With toluene-4-sulfonic acid at 140℃; for 8h;	85%
With toluene-4-sulfonic acid In toluene at 20℃; Reflux;	80%
With toluene-4-sulfonic acid In toluene at 20℃; Reflux;	80%
With toluene-4-sulfonic acid In toluene at 110℃; for 15h;	61.5%

1-Bromopentane (110-53-2) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 1,1,1,2,2,3,3,4,4-nonafluoro-7-oxadodecane (1193009-96-9)

Conditions	Yield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;	83%
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With sodium hydroxide In tetrahydrofuran; cyclohexane; water at 25℃; for 2h; Stage #2: 1-Bromopentane; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; cyclohexane; water at 40 - 70℃; for 48h;	79%

methacryloyl anhydride (760-93-0) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 3,3,4,4,5,5,6,6,6,-nonafluorohexyl methacrylate (1799-84-4)

Conditions	Yield
With dmap; triethylamine In dichloromethane; 1,1,2-Trichloro-1,2,2-trifluoroethane at 30℃; for 18h;	80%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + para-chloroacetophenone (99-91-2) → 1-(4-((3,3,4,4,5,5,6,6,6-nonafluorohexyl)oxy)phenyl)ethan-1-one

Conditions	Yield
With (4,4′-di-tert-butyl-2,2′-dipyridyl)Ni(o-tolyl)(Br); 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 80℃; for 12h; Inert atmosphere; Sealed tube; UV-irradiation;	78%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + allyl bromide (106-95-6) → 6-(allyloxy)-1,1,1,2,2,3,3,4,4-nonafluorohexane (188298-09-1)

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 65℃; for 16h;	76%
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide for 0.333333h; Stage #2: allyl bromide at 65℃; for 14h;	76%
With sodium hydroxide; tetrabutylammomium bromide In tetrahydrofuran for 5h; Heating / reflux;

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + propargyl bromide (106-96-7) → perfluorobutylethyl propargyl ether

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 50℃; for 24h;	74%
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With sodium hydroxide In N,N-dimethyl-formamide at -15℃; for 0.166667h; Stage #2: propargyl bromide In N,N-dimethyl-formamide at -15 - 20℃; for 24h;	71%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → C12H9F18O3P

Conditions	Yield
With tert-butyl alcohol; phosphorus trichloride In dichloromethane for 15h;	73%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + phenyl isothiocyanate (103-72-0) → O-[2-perfluorobutylethyl] N-phenylthiocarbamate

Conditions	Yield
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With sodium hydride In tetrahydrofuran at 0℃; for 0.583333h; Inert atmosphere; Stage #2: phenyl isothiocyanate In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;	73%

1-Bromotetradecane (112-71-0) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 1,1,1,2,2,3,3,4,4-nonafluoro-7-oxaheneicosane (1240205-64-4)

Conditions	Yield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;	71%

1-bromo-octane (111-83-1) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 1,1,1,2,2,3,3,4,4-nonafluoro-7-oxapentadecane (1240205-63-3)

Conditions	Yield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;	70%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + Benzyl isothiocyanate (622-78-6) → O-[2-perfluorobutyl] N-benzylthiocarbamate

Conditions	Yield
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With sodium hydride In tetrahydrofuran at 0℃; for 0.583333h; Inert atmosphere; Stage #2: Benzyl isothiocyanate In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;	70%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 2-Bromoacetyl bromide (598-21-0) → 2-Perfluorobutylethyl-α-bromoacetate (132711-97-8)

Conditions	Yield
In diethyl ether at 60℃; for 12h;	69%

Heneicosyl bromide (4276-50-0) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 1,1,1,2,2,3,3,4,4-nonafluoro-7-oxaoctacosane (1240205-71-3)

Conditions	Yield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;	69%

Ethyl isothiocyanate (542-85-8) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → O-[2-perfluorobutylethyl] N-ethylthiocarbamate

Conditions	Yield
Stage #1: 1H,1H,2H,2H-nonafluoro-1-hexanol With sodium hydride In tetrahydrofuran at 0℃; for 0.583333h; Inert atmosphere; Stage #2: Ethyl isothiocyanate In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;	66%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 2-(2,2,3,3,4,4,5,5,6,6,6-Undecafluoro-hexanoyl)-cyclopentanone (141478-84-4) → 7,7,8,8,9,9,10,10,11,11,11-Undecafluoro-6-oxo-undecanoic acid 3,3,4,4,5,5,6,6,6-nonafluoro-hexyl ester (141478-94-6)

Conditions	Yield
at 70℃; for 120h;	65%

1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) + 1-Bromooctadecane (112-89-0) → 1,1,1,2,2,3,3,4,4-nonafluoro-7-oxapentacosane, (1240205-69-9)

Conditions	Yield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;	65%

pyruvic acid methyl ester (600-22-6) + 1H,1H,2H,2H-nonafluoro-1-hexanol (2043-47-2) → 3,3,4,4,5,5,6,6,6-nonafluorohexyl 2,2-bis((3,3,4,4,5,5,6,6,6- nonafluorohexyl)oxy)propanoate

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 48h; Reflux; Dean-Stark;	65%

Upstream product

• 2043-55-2 3,3,4,4,5,5,6,6,6-nonafluorohexyliodide 
• 19430-93-4 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene 
• 1048684-09-8 potassium 6,6,6,5,5,4,4,3,3-nonafluorohexyl sulfate 
• 10192-85-5 potassium acrylate 
• 65510-55-6 1-iodo-1H,1H,2H,2H-perfluorohexadecane 
• 2043-57-4 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane 
• 2043-53-0 2-(n-perfluorooctyl)ethyl iodide 
• 2043-54-1 1-iodo-1H,1H,2H,2H-perfluorododecane 
• 30046-31-2 1-iodo-1H,1H,2H,2H-perfluorotetradecane 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 80793-18-6 3-(perfluorohexyl)prop-1-ene 

Downstream Products

• 171182-86-8 1H,1H,2H,2H-perfluorohexyl trifluoromethanesulfonate 
• 1799-84-4 3,3,4,4,5,5,6,6,6,-nonafluorohexyl methacrylate 
• 188492-56-0 toluene-4-sulfonic acid 3,3,4,4,5,5,6,6,6-nonafluorohexyl ester 
• 55003-96-8 bis(1H,1H,2H,2H-tridecafluoro-octyl)maleate 

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Synthesis of 2-(perfluoroalkyl)ethyl potassium sulfates based on perfluorinated Grignard reagents

The first example of nucleophilic substitution with perfluoroalkyl Grignard reagents on the sp3 carbon centre is described. Thus, a series of organometals RF-MgBr, prepared from perfluorinated alkyl iodides RF-I with RF = C4F9, C 6F13, C8F17, C10F 21 and C12F25, reacted with 1,3,2-dioxathiolane-2,2-dioxide to afford the corresponding 2-(perfluoroalkyl) ethyl magnesium sulfates, which were isolated after metathesis to the corresponding potassium salts. In the model reaction, perfluorohexylmagnesium iodide was reacted with methyl triflate yielding polyfluorinated alkane. The attempts to extend the reaction to 1,3,2-dioxathiane-2,2-dioxide were unsuccessful due to its inferior reactivity and only reduced polyfluoroalkane and the product of coupling were detected in the reaction mixture. Polyfluorinated sulfates are easily hydrolyzed with hydrochloric or triflic acid to the corresponding alcohols, which is an alternative to standard transformation of perfluoroalkyl iodides to 2-(perfluoroalkyl)ethanols. Quantum-chemical calculations of the PES of the reaction with both sulfur-containing heterocycles found that the failure of the reaction with 1,3,2-dioxathiane-2,2-dioxide is caused by higher activation energy of the process.

Process for producing a polyfluoroalkyl (meth)acrylate

A process for producing a polyfluoroalkyl (meth)acrylate, which comprises isolating, from a reaction mixture containing a polyfluoroalkyl (meth)acrylate obtained by reacting a polyfluoroalkyl iodide of the formula CnF2n+1(CH2)mI (wherein n is an integer of from 2 to 7, and m is an integer of from 1 to 4) with a metal (meth)acrylate in tert-butanol, said polyfluoroalkyl (meth)acrylate by the following steps (1) to (3):(1) a step of taking out a crude liquid from the reaction mixture by solid-liquid separation;(2) a step of distilling the crude liquid to separate it into compound group A of compounds having a lower boiling point than the polyfluoroalkyl (meth)acrylate and compound group B of the polyfluoroalkyl (meth)acrylate and compounds having a higher boiling point than the polyfluoroalkyl (meth)acrylate; and(3) a step of distilling and purifying the polyfluoroalkyl (meth)acrylate from the compound group B in the presence of a polymerization inhibitor.