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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
Article Data: 31
Cas Database
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: 364.106
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: N/A
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: N/A
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
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    Product name: Perfluorohexyl Ethanol CAS No.: 647-42-7 Molecule Formula:C8H5F13O Molecule Weight:364.10 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS

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    1H,1H,2H,2H-PERFLUORO-1-OCTANOL Chemical Properties Boiling point 88-95 °C28 mm Hg(lit.) density 1.651 g/mL at 25 °C(lit.) refractive index n20/D 1.313(lit.) RTECS RH1460000 Fp 197 °F form liquid pka 14.26&plusm

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    Product Name: perfluorohexyl ethanol Englishalias:3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol; CAS No.: 647-42-7 Molecular formula: c8h5f13o Molecular weight: 364.1 Purity: 98%

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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