Product Name

  • Name

    Perfluoro-1-iodohexane

  • EINECS 206-586-6
  • CAS No. 355-43-1
  • Article Data24
  • CAS DataBase
  • Density 2.05 g/cm3
  • Solubility insoluble in water
  • Melting Point -45 °C
  • Formula C6F13I
  • Boiling Point 117.096 °C at 760 mmHg
  • Molecular Weight 445.95
  • Flash Point 44.982 °C
  • Transport Information UN 2810
  • Appearance liquid
  • Safety 23-24/25-37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 355-43-1 (Perfluoro-1-iodohexane)
  • Hazard Symbols IrritantXi
  • Synonyms Hexane,tridecafluoro-1-iodo- (7CI,8CI);1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane;1,1,2,2,3,3,4,4,5,5,6,6,6-Tridecafluoro-1-iodohexane;1-Iodo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane;1-Iodoperfluorohexane;1-Iodotridecafluorohexane;6-Iodoperfluorohexane;Perfluorohexyl iodide;Tridecafluoro-1-iodohexane;Tridecafluoro-6-iodohexane;Tridecafluorohexyl iodide;n-Perfluorohexyl iodide;
  • PSA 0.00000
  • LogP 5.11770

Synthetic route

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

C

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

D

1-Iodo-perfluorodecane
423-62-1

1-Iodo-perfluorodecane

Conditions
ConditionsYield
at 100℃; for 5.13333h; Irradiation; Further byproducts given;A 44.5%
B 5%
C 26.9%
D 15.8%
at 100℃; for 5h; Irradiation;A 13.8%
B 34.6%
C 40.3%
D 3.2%
With copper at 90 - 100℃; for 5h; Product distribution; further reaction times, reagent ratio;A 15.9%
B 10.5%
C 17.2%
D 2.4%
copper at 60 - 140℃; under 22502.3 - 33753.4 Torr; Product distribution / selectivity;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

1-iodoperfluorododecane
307-60-8

1-iodoperfluorododecane

C

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

D

1-Iodo-perfluorodecane
423-62-1

1-Iodo-perfluorodecane

Conditions
ConditionsYield
at 100℃; Further byproducts given;A 44.5%
B 5.8%
C 26.9%
D 5.8%
at 100℃; for 5.13333h; Irradiation; Further byproducts given;A 44.5%
B 5.8%
C 26.9%
D 15.8%
copper at 120℃; under 33753.4 Torr; Product distribution / selectivity;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

A

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

B

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
at 100℃; for 2h; Irradiation;A 36.9%
B 5.5%
at 99.9℃; under 300.02 Torr; for 0.333333h; Rate constant; Quantum yield; Thermodynamic data; Irradiation; var. of partial pressures, temp., time, Ea;A 36.6 % Chromat.
B 11.3 % Chromat.
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
mit UV Licht.Irradiation;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
im UV-Licht;
With bis(pentafluoropropionyl)peroxide at 28 - 70℃; for 0.333333h; Concentration; Temperature; Time;
perfluorohexyl radical
4520-08-5

perfluorohexyl radical

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
With iodine In gas at 286.9 - 426.9℃; under 30 - 300 Torr; Equilibrium constant;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

A

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

B

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
at 29.9℃; under 300.02 Torr; for 6h; Rate constant; Quantum yield; Thermodynamic data; Irradiation; var. of partial pressures, time, Ea;A 70.9 % Chromat.
B 5.8 % Chromat.
silver-salt of/the/ tridecafluoroheptanoic acid

silver-salt of/the/ tridecafluoroheptanoic acid

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
With iodine
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

A

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

B

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane
754-34-7

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane

C

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

D

undecafluoro-1-iodopentane
638-79-9

undecafluoro-1-iodopentane

E

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

F

perfluoroheptyl iodide
335-58-0

perfluoroheptyl iodide

G

CF3(CF2)7I, CF3(CF2)8I

CF3(CF2)7I, CF3(CF2)8I

Conditions
ConditionsYield
In gas Product distribution; Quantum yield; Thermodynamic data; Irradiation; pulsed CO2 laser; release of reaction enthalpy, selectivity depending on pressure and temperature;
perfluorohexyl radical
4520-08-5

perfluorohexyl radical

A

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

B

atomic iodine

atomic iodine

Conditions
ConditionsYield
With iodine In gas at 286.9 - 426.9℃; under 30 - 300 Torr; Equilibrium constant;
F-hexylnickel iodide bis(acetonitrile) complex

F-hexylnickel iodide bis(acetonitrile) complex

A

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

B

perfluoro-1-hexene
755-25-9

perfluoro-1-hexene

C

F-dodecene-6

F-dodecene-6

D

(E)-1,1,1,2,2,3,3,4,4,5,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Tetracosafluoro-dodec-5-ene

(E)-1,1,1,2,2,3,3,4,4,5,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Tetracosafluoro-dodec-5-ene

Conditions
ConditionsYield
at 100 - 170℃; under 0.1 - 1 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
With diisopropyl peroxydicarbonate at 65 - 77℃; for 2h; Product distribution / selectivity;
sodium 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfinate
102061-83-6

sodium 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfinate

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
With sodium persulfate; iodine In water; dimethyl sulfoxide at 20℃; for 1h;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

C

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
copper at 120℃; under 33753.4 Torr; Product distribution / selectivity;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

1-iodoperfluorododecane
307-60-8

1-iodoperfluorododecane

C

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

D

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

E

1-Iodo-perfluorodecane
423-62-1

1-Iodo-perfluorodecane

Conditions
ConditionsYield
copper at 120℃; under 14251.4 - 33753.4 Torr; Product distribution / selectivity;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

A

perfluorotetradecyl iodide

perfluorotetradecyl iodide

B

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

C

1-iodoperfluorododecane
307-60-8

1-iodoperfluorododecane

D

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

E

1-Iodo-perfluorodecane
423-62-1

1-Iodo-perfluorodecane

Conditions
ConditionsYield
copper at 110℃; under 2850.29 Torr;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Bis(pentafluoraethyl)-fluorarsan
32395-49-6

Bis(pentafluoraethyl)-fluorarsan

iodine
7553-56-2

iodine

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

C

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

D

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
220°C, under pressure;
220°C, under pressure;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Tris(pentafluoraethyl)arsan
359-69-3

Tris(pentafluoraethyl)arsan

iodine
7553-56-2

iodine

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

C

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

D

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
220°C, under pressure;
220°C, under pressure;
perfluorohexyliodine tetrafluoride
883882-15-3

perfluorohexyliodine tetrafluoride

A

tetradecafluorohexane
355-42-0

tetradecafluorohexane

B

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

C

iodine pentafluoride

iodine pentafluoride

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

A

1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

B

1-iodoperfluorododecane
307-60-8

1-iodoperfluorododecane

C

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

D

1-Iodo-perfluorodecane
423-62-1

1-Iodo-perfluorodecane

Conditions
ConditionsYield
copper Product distribution / selectivity; Reflux;
1-iodoheptadecafluorooctane
507-63-1

1-iodoheptadecafluorooctane

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

A

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
423-39-2

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

B

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Conditions
ConditionsYield
at 490℃; for 0.00116667h; Product distribution / selectivity;
1,8-Diiodo-1,1,3,3,4,4,5,5,6,6,8,8-dodecafluorooctane

1,8-Diiodo-1,1,3,3,4,4,5,5,6,6,8,8-dodecafluorooctane

A

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

B

1,1,3,3,4,4,5,5,6,6-decafluoro-6-iodo-1-hexene
1613640-22-4

1,1,3,3,4,4,5,5,6,6-decafluoro-6-iodo-1-hexene

C

1,1,3,3,4,4,5,5,6,6,8,8-dodecafluoro-1,7-octadiene
1613640-23-5

1,1,3,3,4,4,5,5,6,6,8,8-dodecafluoro-1,7-octadiene

Conditions
ConditionsYield
With tributyl-amine at 48℃; for 1h;
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

benzaldehyde
100-52-7

benzaldehyde

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-phenyl-1-hydroxyheptane
57242-02-1

2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-phenyl-1-hydroxyheptane

Conditions
ConditionsYield
Stage #1: n-perfluorohexyl iodide With methylmagnesium bromide In diethyl ether at -78℃; for 2h; Inert atmosphere;
Stage #2: benzaldehyde In diethyl ether at -78℃; for 8h; Inert atmosphere;
100%
Stage #1: n-perfluorohexyl iodide With zirconocene dichloride; butyl magnesium bromide In 1,4-dioxane; diethyl ether at -78℃; for 1h; Inert atmosphere;
Stage #2: benzaldehyde In 1,4-dioxane; diethyl ether at 20℃; for 1h; Reagent/catalyst; Inert atmosphere; chemoselective reaction;
99%
Stage #1: n-perfluorohexyl iodide With bis(cyclopentadienyl)titanium dichloride; isopropylmagnesium chloride In 1,4-dioxane; diethyl ether at -78 - -50℃; for 2h;
Stage #2: benzaldehyde In 1,4-dioxane; diethyl ether at 20℃; for 1h; Reagent/catalyst; Temperature;
99%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

allyl alcohol
107-18-6

allyl alcohol

2-iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol
38550-44-6

2-iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol

Conditions
ConditionsYield
With mercury(I) iodide; mercury(II) iodide In N,N-dimethyl-formamide at 35℃; for 1.5h;100%
zinc at 30℃; for 120h; Product distribution; also with various solvents;95%
With zinc at 30℃; for 120h;95%
1-Decene
872-05-9

1-Decene

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-1-iodohexadecane

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-1-iodohexadecane

Conditions
ConditionsYield
With 1-(2',2'-diphenylvinyl)pyrrolidine In dichloromethane at 20℃; for 16h; Reagent/catalyst; Irradiation;100%
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Catalytic behavior; Reagent/catalyst; Wavelength; Inert atmosphere; Irradiation;99%
With rose bengal; sodium thiosulfate In water; acetonitrile at 20℃; for 1h; Reagent/catalyst; Inert atmosphere; Irradiation;93%
Vinylidene fluoride
75-38-7

Vinylidene fluoride

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-pentadecafluoro-8-iodooctane
53826-16-7

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

Conditions
ConditionsYield
Heating;100%
at 180℃;
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

perfluorohexyliodine tetrafluoride
883882-15-3

perfluorohexyliodine tetrafluoride

Conditions
ConditionsYield
With xenon difluoride; boron trifluoride In various solvent(s) at -5 - 25℃;100%
(pentamethylcyclopentadienyl)(dicarbonyl)iridium(I)
32660-96-1

(pentamethylcyclopentadienyl)(dicarbonyl)iridium(I)

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

Cp(*)Ir(CO)(n-C6F13)I
923582-51-8

Cp(*)Ir(CO)(n-C6F13)I

Conditions
ConditionsYield
In dichloromethane I(CF2)5CF3 added dropwise to a soln. of Ir complex, stirred for 15 min under N2; solvent-removed, washed (hexane); elem. anal.;100%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

ethyl 4-(trifluoromethyl)benzoate
583-02-8

ethyl 4-(trifluoromethyl)benzoate

E-ethyl 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-[p-(tri-fluoromethyl)phenyl]non-2-enoate

E-ethyl 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-[p-(tri-fluoromethyl)phenyl]non-2-enoate

Conditions
ConditionsYield
Stage #1: n-perfluorohexyl iodide; ethyl 4-(trifluoromethyl)benzoate With methyllithium; lithium bromide In diethyl ether at -80℃; for 0.5h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
Stage #2: With diethylaluminium chloride In diethyl ether at -80℃; for 0.25h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
Stage #3: diethoxyphosphoryl-acetic acid ethyl ester With triethylamine; lithium bromide In tetrahydrofuran; diethyl ether at 20℃; for 3h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; stereospecific reaction;
100%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1,2-dibromo-4,5-dimethylbenzene
24932-48-7

1,2-dibromo-4,5-dimethylbenzene

1,2-dimethyl-4,5-bis(perfluorohexyl)benzene

1,2-dimethyl-4,5-bis(perfluorohexyl)benzene

Conditions
ConditionsYield
With copper In dimethyl sulfoxide at 110℃; for 22h; Inert atmosphere; Schlenk technique;100%
With copper In dimethyl sulfoxide at 110℃; for 22h; Inert atmosphere;97%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1-allyl-3-methoxybenzene
24743-14-4

1-allyl-3-methoxybenzene

3-(1H,1H,2H,3H,3H-perfluoro-2-iodononyl)anisole

3-(1H,1H,2H,3H,3H-perfluoro-2-iodononyl)anisole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In hexane at -78 - 20℃; for 36h; Inert atmosphere;100%
allylsuccinic anhydride
7539-12-0

allylsuccinic anhydride

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

3-(perfluorohexyl)-2-iodopropyl-2-butane-1,4-dioic acid anhydride
674786-54-0

3-(perfluorohexyl)-2-iodopropyl-2-butane-1,4-dioic acid anhydride

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 70 - 92℃; for 7h;99.6%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

prop-2-en-1-yl-2-butane-1,4-dioic acid anhydride

prop-2-en-1-yl-2-butane-1,4-dioic acid anhydride

4-(perfluorohexyl)-3-iodo-2-butyl-2-butane-1,4-dioic acid anhydride
674786-56-2

4-(perfluorohexyl)-3-iodo-2-butyl-2-butane-1,4-dioic acid anhydride

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 72 - 84℃; for 6h;99.4%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

3,4-epoxy-1-tetradecene
121667-04-7

3,4-epoxy-1-tetradecene

(E)-1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-icos-8-en-10-ol
121666-82-8

(E)-1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-icos-8-en-10-ol

Conditions
ConditionsYield
With triethyl borane In hexane; benzene at 25℃; for 17h; Product distribution; The reaction of 1,3-diene monoxide with different radical sources in the presence of Et3B provides 4-substituted-2-buten-1-ol in good yield with a novel synthetic route.;99%
With triethyl borane In hexane; benzene at 25℃; for 17h;99%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

4-Phenyl-1-butene
768-56-9

4-Phenyl-1-butene

(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-3-iododecyl)benzene

(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-3-iododecyl)benzene

Conditions
ConditionsYield
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation;99%
With sodium triethylborohydride In hexane for 6h; Ambient temperature;82.8%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole
20316-77-2

(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

(3aR,5R,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodo-nonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxole

(3aR,5R,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodo-nonyloxy)-tetrahydro-furo[2,3-d][1,3]dioxole

Conditions
ConditionsYield
With sodium dithionite; sodium hydrogencarbonate In water; acetonitrile for 0.5h; Ambient temperature;99%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

6,6'-dibromo-2,2'-diacetyloxy-1,1'-binaphthalene

6,6'-dibromo-2,2'-diacetyloxy-1,1'-binaphthalene

(R)-6,6'-bis(perfluorohexyl)-2,2'-diacetoxy-1,1'-binaphthyl

(R)-6,6'-bis(perfluorohexyl)-2,2'-diacetoxy-1,1'-binaphthyl

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper In fluorobenzene; dimethyl sulfoxide at 80℃; for 72h;99%
1-hexene
592-41-6

1-hexene

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

2-methoxy-1,4-naphthoquinone
2348-82-5

2-methoxy-1,4-naphthoquinone

2-(1-butyl-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-3-methoxy-[1,4]naphthoquinone

2-(1-butyl-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-3-methoxy-[1,4]naphthoquinone

Conditions
ConditionsYield
Stage #1: 1-hexene; n-perfluorohexyl iodide In acetic acid Heating;
Stage #2: 2-methoxy-1,4-naphthoquinone With dibenzoyl peroxide In acetic acid Heating;
99%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

2-methoxy-1,4-naphthoquinone
2348-82-5

2-methoxy-1,4-naphthoquinone

2-hydroxymethyl-3-tridecafluorohexyl-[1,4]naphthoquinone

2-hydroxymethyl-3-tridecafluorohexyl-[1,4]naphthoquinone

Conditions
ConditionsYield
With dibenzoyl peroxide In acetic acid for 4h; Heating;99%
tris(allyl)borate
1693-71-6

tris(allyl)borate

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

A

2-iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol
38550-44-6

2-iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol

B

allyl alcohol
107-18-6

allyl alcohol

Conditions
ConditionsYield
Stage #1: tris(allyl)borate; n-perfluorohexyl iodide With 2,2'-azobis(isobutyronitrile) at 60 - 70℃; for 3h;
Stage #2: With water at 60℃;
A 99%
B n/a
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

tris-iso-propylsilyl acetylene
89343-06-6

tris-iso-propylsilyl acetylene

(Z)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-iodo-1-triisopropylsilyl-1-octene
1231687-28-7

(Z)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-iodo-1-triisopropylsilyl-1-octene

Conditions
ConditionsYield
With zinc In dichloromethane for 2h; Reflux; stereoselective reaction;99%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

methyl methacrylate
97-63-2

methyl methacrylate

Ethyl 2-methyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate
140834-68-0

Ethyl 2-methyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; sodium thiosulfate In dichloromethane; water at 20℃; for 4h; UV-irradiation; Sealed tube;99%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

N-methyl-α-phenylnitrone
3376-23-6

N-methyl-α-phenylnitrone

N-methyl-N-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-phenylheptyl)hydroxylamine

N-methyl-N-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-phenylheptyl)hydroxylamine

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; ascorbic acid In dimethyl sulfoxide at 23 - 25℃; for 2h; Inert atmosphere; Irradiation;99%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)phenylamine
139613-90-4

4-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)phenylamine

Conditions
ConditionsYield
With copper In dimethyl sulfoxide at 120℃; for 10h;98.5%
With copper In dimethyl sulfoxide at 120℃; for 2h;86%
With copper In dimethyl sulfoxide at 120℃;84.27%
1-dodecene
112-41-4

1-dodecene

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-8-iodooctadecane
125081-35-8

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-8-iodooctadecane

Conditions
ConditionsYield
With diethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride In water at 20℃; for 1h; Kharasch reaction;98%
With triethyl borane In hexane at 25℃; for 3.5h;93%
With sodium acetate In neat (no solvent) at 140℃; for 24h; Kharash-Sosnovsky Allylic Oxidation; Green chemistry;85%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

perfluoroethanesulfonic acid
354-88-1

perfluoroethanesulfonic acid

1,1,2,2,2-Pentafluoro-ethanesulfonic acid tridecafluorohexyl ester
78522-66-4

1,1,2,2,2-Pentafluoro-ethanesulfonic acid tridecafluorohexyl ester

Conditions
ConditionsYield
at 25℃; anodic oxidation;98%
byproducts: I2; Electrochem. Process; in the acid;98%
byproducts: I2; Electrochem. Process; in the acid;98%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

(Z)-5,5,6,6,7,7,8,8,9,9,10,10,10-Tridecafluoro-3-iodo-2-methyl-dec-3-en-2-ol

(Z)-5,5,6,6,7,7,8,8,9,9,10,10,10-Tridecafluoro-3-iodo-2-methyl-dec-3-en-2-ol

Conditions
ConditionsYield
In water for 2h; Ambient temperature; electrocatalysis; carbon fibre cathode, carbon rod anode, sat. KCl electrolyt;98%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

(3aR,4S,6S,7S,7aR)-7-Allyloxy-2,2,6-trimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

(3aR,4S,6S,7S,7aR)-7-Allyloxy-2,2,6-trimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

(3aR,4S,6S,7S,7aR)-2,2,6-Trimethyl-4-phenylsulfanyl-7-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodo-nonyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran

(3aR,4S,6S,7S,7aR)-2,2,6-Trimethyl-4-phenylsulfanyl-7-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodo-nonyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Conditions
ConditionsYield
With sodium dithionite; sodium hydrogencarbonate In water; acetonitrile for 0.5h; Ambient temperature;98%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine
211180-37-9

(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

(2R,4aR,6S,7R,8S,8aR)-2-Phenyl-6-phenylsulfanyl-7,8-bis-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodo-nonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxine

(2R,4aR,6S,7R,8S,8aR)-2-Phenyl-6-phenylsulfanyl-7,8-bis-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodo-nonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxine

Conditions
ConditionsYield
With sodium dithionite; sodium hydrogencarbonate In water; acetonitrile for 0.5h; Ambient temperature;98%
3,4-di-O-allyl-1,2:5,6-di-O-isopropylidene-D-mannitol
58315-80-3

3,4-di-O-allyl-1,2:5,6-di-O-isopropylidene-D-mannitol

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1,2:5,6-di-O-isopropylidene-3,4-di-O-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodononyl)-D-mannitol
266328-62-5

1,2:5,6-di-O-isopropylidene-3,4-di-O-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodononyl)-D-mannitol

Conditions
ConditionsYield
With air; triethyl borane In hexane at 0 - 20℃; for 1.16667h; Addition;98%
2,3-Dimethoxy-5-methyl-1,4-benzoquinone
605-94-7

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

2,3-dimethoxy-5-methyl-6-tridecafluorohexyl-[1,4]benzoquinone

2,3-dimethoxy-5-methyl-6-tridecafluorohexyl-[1,4]benzoquinone

Conditions
ConditionsYield
With dibenzoyl peroxide In acetic acid for 4h; Heating;98%
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1-(3-butenyl)-4-bromobenzene
15451-32-8

1-(3-butenyl)-4-bromobenzene

1-bromo-4-(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-3-iododecyl)benzene
915698-45-2

1-bromo-4-(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-3-iododecyl)benzene

Conditions
ConditionsYield
With sodium metabisulfite; 2,2'-azobis(isobutyronitrile) at 80℃; for 4h;98%
With sodium metabisulfite; 2,2'-azobis(isobutyronitrile) at 80℃; for 4h;98%

Perfluoro-1-iodohexane Chemical Properties

MF: C6F13I
MW: 445.95
BRN: 1802118
Stability: Stable.
EINECS: 206-586-6
Melting Point: -45 °C 
Water Solubility: insoluble
Sensitive: Light Sensitive
Defractive index: n20/D 1.329(lit.)
Density: 2.063 g/mL at 25 °C(lit.)
Enthalpy of Vaporization: 34.07 kJ/mol 
Boiling Point: 117.1 °C at 760 mmHg 
Vapour Pressure: 21.1 mmHg at 25°C 
Appearance: Clear very slight yellow liquidFlash Point: 45 °C
IUPAC Name: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane
Product Categories: Organic Fluorides ; Fluorous Chemistry ; Fluorous Compounds ; Synthetic Organic Chemistry
Synonyms: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane ; 1-Iodotridecafluorohexane ; 1-Iodoperfluorohexane ; Perfluoro-1-iodohexane ; Perfluoro-n-hexyl iodide ; Perfluorohexyl iodide ; 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodo-hexan ; Hexane, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodo-
Following is the molecular structure of Perfluorohexyl iodide (355-43-1):

Perfluoro-1-iodohexane Safety Profile

Explodes in contact with sodium when heated to the boiling point of the iodide. When heated to decomposition it emits toxic fumes of F and I.
Safety Information
Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin 
Safety Statements: 23-24/25-37/39-26
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) 
24/25: Avoid contact with skin and eyes 
37/39: Wear suitable gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: 2810
WGK Germany: 3
F8: Photosensitive.
Hazard Note: Irritant
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29034700
 

Perfluoro-1-iodohexane Specification

Handling and Storag: of Perfluorohexyl iodide (355-43-1):
Storage: Store in a cool, dry place. Do not store in direct sunlight. Store in a tightly closed container. Dark room.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.

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