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647-42-7

Basic Information
CAS No.: 647-42-7
Name: 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol
Molecular Structure:
Molecular Structure of 647-42-7 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol)
Formula: C8H5F13O
Molecular Weight: 364.11
Synonyms: 1,1,2,2-Tetrahydroperfluorooctan-1-ol;1,1,2,2-Tetrahydroperfluorooctanol;1,1,2,2-Tetrahydrotridecafluorooctanol;1H,1H,2H,2H-Perfluoro-1-octanol;1H,1H,2H,2H-Perfluorooctan-1-ol;1H,1H,2H,2H-Perfluorooctanol;1H,1H,2H,2H-Tridecafluoro-n-octanol;1H,1H,2H,2H-Tridecafluorooctanol;2-(Perfluorohexyl)ethanol;2-(Perfluorohexyl)ethyl alcohol;2-(Tridecafluorohexyl)ethanol;1-Octanol,3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-;A 1620;Fluowet EA 600;Foralkyl EOH 6;Perfluorohexylethanol;
EINECS: 211-477-1
Density: 1.589 g/cm3
Melting Point:
Boiling Point: 174.1 °C at 760 mmHg
Flash Point: 91.667 °C
Solubility: Insoluble in water
Appearance: Colorless liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information:
PSA: 20.23000
LogP: 4.10760
Synthetic route
2043-57-4

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

647-42-7

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

Conditions
ConditionsYield
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 2625.26 Torr; for 32h; Large scale; Green chemistry;88%
Yield given. Multistep reaction;
1262446-12-7

potassium 8,8,8,7,7,6,6,5,5,4,4,3,3-tridecafluorooctyl sulfate

647-42-7

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

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; water at 20℃; for 0.166667h;96%

C24H12BF39

647-42-7

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

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In water at 45℃; for 2h; Temperature;91%
155939-24-5

3,4-Dihydro-5-<(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro)octyloxy>-2H-pyrrole

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

Conditions
ConditionsYield
With 2-pyrrolidinon at 140℃; for 3h;A 90%
B 1%
830330-61-5

3-(2-fluoro-phenyl)-3-hydroxy-propionic acid 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl ester

A

647-42-7

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

B

91319-56-1

3-hydroxy-3-(2'-fluorophenyl)propanol

Conditions
ConditionsYield
With lithium triethylborohydride In tetrahydrofuran at 20℃; for 2h;A n/a
B 88%
2043-57-4

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

A

647-42-7

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

B

1741-03-3

(C6F13C2H4O)2SO2

Conditions
ConditionsYield
Stage #1: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane With sulfuric acid; sulfur trioxide In water at 30℃; for 1.66h;
Stage #2: With sodium sulfite; water at 0 - 80℃; for 2h; Product distribution / selectivity;
A 82.3%
B n/a
Stage #1: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane With sulfuric acid; sulfur trioxide at 20℃; for 1.66h;
Stage #2: With sodium sulfite; water at 20 - 80℃; for 2h; Product distribution / selectivity;
A 81.1%
B n/a
2043-57-4

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

1741-03-3

(C6F13C2H4O)2SO2

647-42-7

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

Conditions
ConditionsYield
Stage #1: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane; (C6F13C2H4O)2SO2 With sulfuric acid; sulfur trioxide at 20 - 80℃; for 1.66h;
Stage #2: With sodium sulfite; water at 20 - 80℃; for 2h; Product distribution / selectivity;
75.9%
1741-03-3

(C6F13C2H4O)2SO2

647-42-7

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

Conditions
ConditionsYield
Stage #1: (C6F13C2H4O)2SO2 With sulfuric acid; sulfur trioxide at 20 - 80℃; for 1.33h;
Stage #2: With water at 20 - 80℃; for 1.5 - 2h; Product distribution / selectivity;
70.3%
2043-57-4

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

68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

647-42-7

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

B

51066-74-1

dimethylamine hydriodide

C

2-(F-hexyl)ethyl formate

Conditions
ConditionsYield
With water Product distribution;A 33%
B n/a
C 66%
830330-63-7

3-hydroxy-3-phenyl-propionic acid 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl ester

A

4850-49-1

1-phenyl-1,3-propanediol

B

647-42-7

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

Conditions
ConditionsYield
With lithium triethylborohydride In tetrahydrofuran at 20℃; for 2h;A 61%
B n/a
830330-65-9

3-hydroxy-3-o-tolyl-propionic acid 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl ester

A

647-42-7

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

B

3-hydroxy-3-(2'-methylphenyl)propanol

Conditions
ConditionsYield
With lithium triethylborohydride In tetrahydrofuran at 20℃; for 2h;A n/a
B 55%
4938-92-5

N-(2-formylaminoethyl)formamide

2043-57-4

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

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

2-(F-hexyl)ethyl formate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 150℃; for 24h;A 31.4%
B 16.7%
C 51%
In N,N-dimethyl-formamide at 150℃; for 24h;A 31.4%
B 16.7%
C 51%
675-20-7

piperidin-2-one

2043-57-4

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

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

1-(3,4,5,6-Tetrahydropyridin-2-yl)-2-piperidinone hydroiodide salt

Conditions
ConditionsYield
at 140℃; for 7.25h; Yields of byproduct given;A n/a
B n/a
C 18.3%
2043-57-4

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

A

647-42-7

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

B

4-(1,2,2,3,3,4,4,5,5,6,6,6-dodecafluorohexyl)-1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-1H-1,2,3-triazole

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide for 12h; Reflux;A n/a
B 15%
123-39-7

N-Methylformamide

2043-57-4

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

647-42-7

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

Conditions
ConditionsYield
With sodium hydroxide; water 1.) 140 degC, 6 h; 2.)62-85 degC, 22 h; Yield given. Multistep reaction;
123-39-7

N-Methylformamide

2043-57-4

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

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

2-(F-hexyl)ethyl formate

D

N,N'-dimethylmethanimidamide

Conditions
ConditionsYield
at 140℃; for 1h; Product distribution; Rate constant; var. temp., time, substrate (DMF) investigated;
123-39-7

N-Methylformamide

2043-57-4

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

A

647-42-7

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

B

2-(F-hexyl)ethyl formate

Conditions
ConditionsYield
Yield given. Yields of byproduct given;
16741-46-1

N-isopropylformamide

2043-57-4

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

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

2-(F-hexyl)ethyl formate

D

N,N'-bis(2-propenyl)methanimidamide

Conditions
ConditionsYield
With water at 140℃; for 1h; Product distribution; Rate constant; var. temp., time, substrate (DMF, 1,2-ethanyl-bis-formamide) investigated;
2043-57-4

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

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

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 30℃; Product distribution; variation of condition; also with NaOMe;
With radical initiator; water In N,N-dimethyl-formamide Heating;
With water; lithium chloride In N,N-dimethyl-formamide for 69h; electrolysis at carbon fibre cathode;A 68 % Spectr.
B 32 % Spectr.
2043-57-4

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

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

formamidinium hydroiodide

D

2-(F-hexyl)ethyl formate

Conditions
ConditionsYield
With water; formamide at 150℃; for 6h;A 5.2 % Chromat.
B 1.4 % Chromat.
C n/a
D 7.2 % Chromat.
With water; formamide at 140℃; for 4.5h;A 3.9 % Chromat.
B 3.9 % Chromat.
C n/a
D 10.0 % Chromat.
2043-57-4

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

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

80793-17-5

(perfluoro-n-hexyl)ethane

Conditions
ConditionsYield
With water; lithium chloride In N,N-dimethyl-formamide Product distribution; effect of quantity of water and current on electroreduction;A 80 % Spectr.
B 5 % Spectr.
C 15 % Spectr.
2043-57-4

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

A

647-42-7

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

B

2-(F-hexyl)ethyl formate

Conditions
ConditionsYield
With N-Methylformamide Yield given. Yields of byproduct given;
2043-57-4

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

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

formamidinium hydroiodide

D

2-(F-hexyl)ethyl formate

Conditions
ConditionsYield
With water at 140℃; for 4.5h;A 3.9 % Chromat.
B 3.9 % Chromat.
C n/a
D 10.0 % Chromat.

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

formamidinium hydroiodide

D

2-(F-hexyl)ethyl formate

Conditions
ConditionsYield
With 2-(F-hexyl)-1-iodoethane; water at 140℃; for 4.5h;A 3.9 % Chromat.
B 3.9 % Chromat.
C n/a
D 10.0 % Chromat.
78522-69-7

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl trifluoromethanesulfonate

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

78522-74-4

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyloxy)-octane

Conditions
ConditionsYield
With solution aqueuse de soude 10 N for 0.25h; Heating;A 33 % Spectr.
B 31 % Spectr.
C 35 % Spectr.
616-45-5

2-pyrrolidinon

2043-57-4

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

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

1-(1-Pyrrolin-2-yl)-2-pyrrolidinone hydroiodide

D

O-<2-(perfluorohexyl)ethyl>butyrolactim hydroiodide

Conditions
ConditionsYield
at 140℃; for 1h; Product distribution; Mechanism; Rate constant; other times, temperatures; also with ε-caprolactam;
616-45-5

2-pyrrolidinon

2043-57-4

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

A

647-42-7

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

B

7060-52-8

1-(1-pyrrolidin-2-yl)-2-pyrrolidone

Conditions
ConditionsYield
With potassium carbonate 1.) 140 deg C, 6.00 h, 2.) EtOH, CHCl3, 68 deg C, 5 h; Yield given. Multistep reaction. Yields of byproduct given;
616-45-5

2-pyrrolidinon

155939-24-5

3,4-Dihydro-5-<(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro)octyloxy>-2H-pyrrole

A

647-42-7

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

B

7060-52-8

1-(1-pyrrolidin-2-yl)-2-pyrrolidone

Conditions
ConditionsYield
In toluene at 140℃; Rate constant; also without solvent at other temperatures;
616-45-5

2-pyrrolidinon

155939-25-6

3,4,5,6-Tetrahydro-7-<2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro)octyloxy>-2H-azepine

A

105-60-2

caprolactam

B

647-42-7

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

C

25291-17-2

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

D

90683-34-4

1-(4,5,6,7-tetrahydro-3H-azepin-2-yl)-2-pyrrolidinone

Conditions
ConditionsYield
In toluene at 140℃; for 24h; Yields of byproduct given. Title compound not separated from byproducts;A n/a
B n/a
C n/a
D 47.4 % Chromat.
In toluene at 140℃; Rate constant;
675-20-7

piperidin-2-one

2043-57-4

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

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

1-(3,4,5,6-Tetrahydropyridin-2-yl)-2-piperidinone hydroiodide salt

D

6-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-octyloxy)-2,3,4,5-tetrahydro-pyridine; hydriodide

Conditions
ConditionsYield
at 140℃; for 1h; Rate constant; Mechanism; other times; also with ε-caprolactam;
75-44-5

phosgene

647-42-7

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

181302-91-0

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl chloroformate

Conditions
ConditionsYield
In diethyl ether for 24h; Heating;100%
647-42-7

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

135-19-3

β-naphthol

2-[(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)oxy]naphthalene

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;100%
764-99-8

diethylene glycol divinyl ether

647-42-7

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

1,1,2,2 tetrahydroperfluoro octanylvinyl ether

Conditions
ConditionsYield
With 1,10-Phenanthroline; palladium diacetate at 45℃; for 96h; Time; Temperature;98.2%
647-42-7

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

53826-12-3

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanoic acid

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid In diethyl ether; acetone for 0.0833333h;98%
Stage #1: 1H,1H,2H,2H-tridecafluoro-n-octanol With Jones reagent In acetone
Stage #2: With isopropyl alcohol In acetone
84%
With chromium(VI) oxide; sulfuric acid In diethyl ether; water; acetone for 0.5h; Jones oxidation;76%
647-42-7

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

22959-55-3

β,β,β-trichloroethoxysulfonyl isocyanate

2-Perfluorohexylethyl-N-(2,2,2-trichloroethoxysulfonyl)carbamate

Conditions
ConditionsYield
at 20℃; for 0.0166667h; Addition;98%
647-42-7

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

73748-48-8

<(4-nitrophenyl)oxy>sulfonyl isocyanate

2-Perfluorohexylethyl-N-(4-nitrophenoxysulfonyl)carbamate

Conditions
ConditionsYield
at 20℃; for 0.0166667h; Addition;98%
647-42-7

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

99-96-7

4-hydroxy-benzoic acid

255041-11-3

C15H9F13O3

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 140℃; for 6h;98%
647-42-7

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

292638-85-8

acrylic acid methyl ester

17527-29-6

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

Conditions
ConditionsYield
With C32H16F52O4Ti; hydroquinone In toluene at 80℃; for 3.5h; Reagent/catalyst; Large scale;97.2%
With titanium(III) sulphate; hydroquinone In cyclohexane at 120℃; for 8h; Reagent/catalyst;
74-96-4

ethyl bromide

647-42-7

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

210896-77-8

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-9-oxaundecane

Conditions
ConditionsYield
With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 50 - 70℃; for 7h;97%
108-30-5

succinic acid anhydride

647-42-7

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

125111-32-2

1H,2H,2H-perfluoro-1-octyl succinic acid monoester

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 100℃; for 2h;97%
With triethylamine In tetrahydrofuran at 100℃; for 1h;94%
In tetrahydrofuran at 100℃; for 1h;94%
With triethylamine; N-ethyl-N,N-diisopropylamine
With pyridine In 1,2-dimethoxyethane at 65 - 75℃; for 36h; Inert atmosphere;
647-42-7

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

134052-00-9

3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-octyl phosphorodichloridate

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In diethyl ether for 1h; Ambient temperature;96%
With triethylamine; trichlorophosphate In diethyl ether at 0℃;
647-42-7

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

108-10-1

4-methyl-2-pentanone

1,3-dimethylbutyl{2-(perfluorohexyl)ethyl}ether

Conditions
ConditionsYield
Pd-C In hydrogen96%
647-42-7

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

104-15-4

toluene-4-sulfonic acid

56-40-6

glycine

911217-61-3

glycine 2-perfluorohexylethyl ester p-toluenesulphonate

Conditions
ConditionsYield
In toluene for 4h; Heating;96%
In cyclohexane for 17h; Reflux;78%
647-42-7

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

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

Trimethyl-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyloxy)-silane

Conditions
ConditionsYield
With saccharin sodium salt at 80 - 90℃; for 2h;95.5%
647-42-7

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

107-05-1

3-chloroprop-1-ene

103628-86-0

8-(allyloxyl)-1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydroxide at 40℃; for 6h;95%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 45℃; for 6h;94%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 30℃; for 8h; Yield given;
647-42-7

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

14793-41-0

isocyanate de chloro-4 phenoxysulfonyle

2-Perfluorohexylethyl-N-(4-chlorophenoxysulfonyl)carbamate

Conditions
ConditionsYield
at 20℃; for 0.0166667h; Addition;95%
Dodecanal

Dodecanal

647-42-7

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

2-(perfluorohexyl)ethyl dodecyl ether

Conditions
ConditionsYield
Pd-C In hydrogen95%
With hydrogen; palladium on activated charcoal at 160℃; for 10h; atmospheric pressure;92%
647-42-7

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

O,O-bis(1H,1H,2H,2H-tridecafluoro-n-octyl)dithiophosphoric acid

Conditions
ConditionsYield
With tetraphosphorus decasulfide In toluene for 12h; Heating;95%
876-08-4

p-(chloromethyl)benzoyl chloride

647-42-7

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

1293408-03-3

C16H10ClF13O2

Conditions
ConditionsYield
With triethylamine In acetone at 10 - 20℃; for 2h; Inert atmosphere;95%
With triethylamine In acetone at 10 - 20℃; for 2h; Inert atmosphere;95%
647-42-7

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

C8H6F13O4P

Conditions
ConditionsYield
With phosphorus pentoxide; phosphoric acid In water at 50 - 60℃; for 48h; Temperature;94.7%
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℃;
647-42-7

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

98-59-9

p-toluenesulfonyl chloride

51740-38-6

toluene-4-sulfonic acid 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;94%
With triethylamine In dichloromethane92%
With triethylamine In dichloromethane at 0 - 20℃; Tosylation;91%
647-42-7

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

3-O-picoloyl-1,5-anhydro-2-deoxy-4,6-O-(p-methoxybenzylidene)-D-arabino-hex-1-enitol

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octyl 2,3-dideoxy-4,6-O-(p-methoxybenzylidene)-β-D-erythro-hex-2-enopyranoside

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); triethylamine; 1,4-di(diphenylphosphino)-butane In dichloromethane at 60℃; for 48h; Inert atmosphere; Schlenk technique; stereoselective reaction;94%
2525-16-8

O-methylcaprolactim

647-42-7

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

155939-25-6

3,4,5,6-Tetrahydro-7-<2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro)octyloxy>-2H-azepine

Conditions
ConditionsYield
Heating;93.4%
647-42-7

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

106-95-6

allyl bromide

103628-86-0

8-(allyloxyl)-1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane

Conditions
ConditionsYield
With sodium hydroxide at 60℃; under 75.0075 Torr; for 1h; Temperature; Inert atmosphere; Large scale;93%
With sodium hydroxide at 60 - 80℃; for 4h; Inert atmosphere;88%
With sodium hydroxide at 60 - 80℃; for 4h; Inert atmosphere;88%
647-42-7

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

598-21-0

2-Bromoacetyl bromide

132711-05-8

Bromure d'acetate de 2-F-hexylethyle

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃; for 12h;93%
In diethyl ether at 60℃; for 12h;68%
at 60℃;
647-42-7

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

Nα-(tert-butyloxycarbonyl)-(R)-lysine tert-butyl ester

C24H33F13N2O6

Conditions
ConditionsYield
Stage #1: 1H,1H,2H,2H-tridecafluoro-n-octanol 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℃;
93%
647-42-7

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

108-10-1

4-methyl-2-pentanone

1H,1H,2H,2H-perfluorooctyl 1,3-dimethylbutyl ether

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal at 105℃; for 8h;92%
With hydrogen; palladium on activated charcoal at 105℃; for 8h; atmospheric pressure;92%
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    2-(Perfluorohexyl)ethanol

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    ISO 9001 National Research Platform CAS No. 647-42-7

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    647-42-7

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Specification

3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol is an organic compound with the formula C8H5F13O, and its systematic name is the same with the product name. With the CAS registry number 647-42-7, it is also named as 1H,1H,2H,2H-Perfluorooctan-1-ol. It belongs to the product categories of Organics; Organofluorine compounds. Its EINECS number is 211-477-1. In addition, the molecular weight is 364.11. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides.And it is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective gloves and eye/face protection.

Physical properties of 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol are:
(1)ACD/LogP: 4.076; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.08; (4)ACD/LogD (pH 7.4): 4.08; (5)ACD/BCF (pH 5.5): 737.21; (6)ACD/BCF (pH 7.4): 737.21; (7)ACD/KOC (pH 5.5): 3928.48; (8)ACD/KOC (pH 7.4): 3928.48; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.298; (14)Molar Refractivity: 42.57 cm3; (15)Molar Volume: 229.205 cm3; (16)Polarizability: 16.876×10-24cm3; (17)Surface Tension: 16.4 dyne/cm; (18)Density: 1.589 g/cm3; (19)Flash Point: 91.667 °C; (20)Enthalpy of Vaporization: 47.786 kJ/mol; (21)Boiling Point: 174.1 °C at 760 mmHg; (22)Vapour Pressure: 0.38 mmHg at 25°C.

Preparation of 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol:
The 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol can be prepared by 7H,7H,8H,8H,8H-tridecafluoro-8-iodo-octane at the temperature of 80 °C. This reaction will need reagents Zn/Cu, O2, formic acid - sodium formate, 20% HCl and solvents various solvent(s), H2O with the reaction time of 2 hours. The yield is about 100%.
3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol can be prepared by 7H,7H,8H,8H,8H-tridecafluoro-8-iodo-octane at the temperature of 80 °C

Uses of 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol:
it can be used to produce 2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyloxy)-ethanol at the temperature of 60 °C. It will need reagent triethylamine and solvent bis-(2-methoxy-ethyl) ether with the reaction time of 12 hours. The yield is about 76%3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-octanol can be used to produce 2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyloxy)-ethanol at the temperature of 60 °C

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(C(F)(F)CCO)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
(2)Std. InChI: InChI=1S/C8H5F13O/c9-3(10,1-2-22)4(11,12)5(13,14)6(15,16)7(17,18)8(19,20)21/h22H,1-2H2
(3)Std. InChIKey: GRJRKPMIRMSBNK-UHFFFAOYSA-N