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1H,1H,2H,2H-Perfluorohexyl iodide
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Name

1H,1H,2H,2H-Perfluorohexyl iodide

 EINECS 218-055-6
CAS No. 2043-55-2 Density 1.912 g/cm3
PSA 0.00000 LogP 4.27970
Solubility N/A Melting Point -25°C
Formula C6H4F9I Boiling Point 150.492 °C at 760 mmHg
Molecular Weight 373.988 Flash Point 58.517 °C
Transport Information N/A Appearance N/A
Safety 26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2043-55-2 (1H,1H,2H,2H-Perfluorohexyl iodide) Hazard Symbols IrritantXi
Synonyms

1,1,1,2,2,3,3,4,4-Nonafluoro-6-iodohexane;1-Perfluorobutyl-2-iodoethane;1H,1H,2H,2H-Perfluorohexyl iodide;2-(Perfluorobutyl)ethyliodide;2-Perfluorobutyl-1-iodoethane;3,3,4,4,5,5,6,6,6-Nonafluorohexyl iodide;

 

1H,1H,2H,2H-Perfluorohexyl iodide Synthetic route

74-85-1

ethene

423-39-2

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

Conditions
ConditionsYield
at 205℃; for 24h; Addition;50%
at 200℃; Yield given;
With Vazo64
With 2,2'-azobis(isobutyronitrile) In isopropyl alcohol at 60 - 70℃; under 3375.34 Torr; for 3.5h; Solvent; Temperature; Pressure; Large scale; Green chemistry;85.3 kg
38436-14-5

1H,1H,2H,2H-perfluoro-n-hexyl bromide

2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

Conditions
ConditionsYield
With sodium iodide In acetone Reflux; Inert atmosphere;
2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

2043-47-2

1H,1H,2H,2H-nonafluoro-1-hexanol

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 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;
2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

6086-22-2

1-butyl-1H-[1,2,4]triazole

1-butyl-4-(1H,1H,2H,2H-perfluorohexyl)-1,2,4-triazolium iodide

Conditions
ConditionsYield
at 85 - 105℃; for 44h;99%
Heating;
2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

490024-64-1

1-heptyl-1,2,4-triazole

1-heptyl-4-(1H,1H,2H,2H-perfluorohexyl)-1,2,4-triazolium iodide

Conditions
ConditionsYield
at 85 - 105℃; for 44h;99%
2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

119327-17-2

(2-mercaptophenyl)diphenylphosphine

1269920-66-2

{2-[(1H,1H,2H,2H-perfluorohexyl)sulfanyl]phenyl}diphenylphosphine

Conditions
ConditionsYield
Stage #1: (2-mercaptophenyl)diphenylphosphine With sodium hydride In tetrahydrofuran; mineral oil at 0 - 25℃; Inert atmosphere;
Stage #2: 3,3,4,4,5,5,6,6,6-nonafluorohexyliodide In tetrahydrofuran; mineral oil at 25℃; for 2h; Inert atmosphere;		99%
2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

111371-18-7

1‐decyl‐1,2,4‐triazole

1-decyl-4-(1H,1H,2H,2H-perfluorohexyl)-1,2,4-triazolium iodide

Conditions
ConditionsYield
at 85 - 105℃; for 44h;98%
998-40-3

tributylphosphine

2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

C18H31PF9(1+)*I(1-)

Conditions
ConditionsYield
at 20℃; for 48h;97%
In acetonitrile at 35℃; for 36h; Schlenk technique; Inert atmosphere;
2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

333-20-0

potassium thioacyanate

26650-08-8

3,3,4,4,5,5,6,6,6-nonafluorohexyl thiocyanate

Conditions
ConditionsYield
With Aliquat 336 In water at 90℃; for 4h;96%
In ethanol for 5h; Reflux;
2043-55-2

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

603-35-0

triphenylphosphine

94190-72-4

(3,3,4,4,5,5,6,6,6-Nonafluoro-hexyl)-triphenyl-phosphonium; iodide

Conditions
ConditionsYield
In neat (no solvent) at 90 - 100℃;95%
at 95℃;85%

1H,1H,2H,2H-Perfluorohexyl iodide Specification

The 1H,1H,2H,2H-Perfluorohexyl iodide, with CAS registry number 2043-55-2, belongs to the following product categories: (1)Fluorous Chemistry; (2)Fluorous Compounds; (3)Synthetic Organic Chemistry. Its systematic name and its IUPAC name are the same, which is 1,1,1,2,2,3,3,4,4-nonafluoro-6-iodohexane. This chemical should be stored at the temperature of 2-8°C.

Physical properties of 1H,1H,2H,2H-Perfluorohexyl iodide: (1)ACD/LogP: 4.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.73; (4)ACD/LogD (pH 7.4): 4.73; (5)ACD/BCF (pH 5.5): 2304.04; (6)ACD/BCF (pH 7.4): 2304.04; (7)ACD/KOC (pH 5.5): 8881.11; (8)ACD/KOC (pH 7.4): 8881.11; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.369; (14)Molar Refractivity: 44.15 cm3; (15)Molar Volume: 195.6 cm3; (16)Polarizability: 17.5×10-24cm3; (17)Surface Tension: 19.4 dyne/cm; (18)Enthalpy of Vaporization: 37.14 kJ/mol; (19)Vapour Pressure: 4.88 mmHg at 25°C.

Uses of 1H,1H,2H,2H-Perfluorohexyl iodide: it can be used to produce 6-azido-1,1,1,2,2,3,3,4,4-nonafluoro-hexane. This reaction will need reagents 25% NaN3, 5% trioctylmethylammonium chloride  and solvent H2O. The reaction temperature is 90 - 100 ℃. The yield is about 90%.

When you are using this chemical, please be cautious about it as the following:
The Trimesic acid irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(C(F)(F)CCI)C(F)(F)C(F)(F)F
(2)InChI: InChI=1/C6H4F9I/c7-3(8,1-2-16)4(9,10)5(11,12)6(13,14)15/h1-2H2
(3)InChIKey: CXHFIVFPHDGZIS-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C6H4F9I/c7-3(8,1-2-16)4(9,10)5(11,12)6(13,14)15/h1-2H2
(5)Std. InChIKey: CXHFIVFPHDGZIS-UHFFFAOYSA-N

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