Conditions | Yield |
---|---|
With hydrogen fluoride; boron trifluoride; Iodine monochloride at 50℃; for 18h; | 79% |
With iodine; antimony(III) fluoride; iodine pentafluoride at 20℃; Rate constant; Kinetics; var. temp.; | |
(i) CF3CO2Ag, CsF, (ii) I2; Multistep reaction; |
perfluoropropylene
iodotrifluoromethane
A
1,1,1,2,2,3,3-heptafluoro-3-iodo-propane
B
perfluoroisobutylene
C
perfluoroisopropyl iodide
D
2-trifluoromethyl-perfluoropropyl iodide
E
perfluoro-tert-butyl iodide
Conditions | Yield |
---|---|
at 360℃; Product distribution; nickel reactor; other temperatures, influence of reactor material; |
perfluoropropylene
iodotrifluoromethane
A
perfluoroisopropyl iodide
B
2-trifluoromethyl-perfluoropropyl iodide
C
perfluoro-tert-butyl iodide
Conditions | Yield |
---|---|
at 360℃; Yield given. Further byproducts given. Yields of byproduct given; |
perfluoropropylene
A
perfluoroisopropyl iodide
B
2-hydrohexafluoropropyl fluorosulfate
C
2-iodo-hexafluoropropyl fluorosulfate
Conditions | Yield |
---|---|
With iodine; antimony pentafluoride; fluorosulphonic acid at 20℃; for 72h; | A 11 g B 6 g C 4.5 g |
Conditions | Yield |
---|---|
With iodine In gas at 286.9 - 426.9℃; under 30 - 300 Torr; Equilibrium constant; |
1,1,1,2,3,3,3-Heptafluoro-2-(1,2,2,2-tetrafluoro-1-iodo-ethoxy)-propane
A
iodotrifluoromethane
B
trifluoroacetyl fluoride
C
perfluoro(2,3-dimethylbutane)
D
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
at 250℃; under 7500.6 Torr; Pyrex tube; |
1,1,1,2,3,3,3-Heptafluoro-2-(1,2,2,2-tetrafluoro-1-iodo-ethoxy)-propane
A
trifluoroacetyl fluoride
B
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
at 250℃; under 7500.6 Torr; Pyrex tube; |
C3F17IO2Te2
A
tetradecafluorohexane
B
perfluoroisopropyl iodide
C
Hexafluoroacetone
Conditions | Yield |
---|---|
at 120℃; for 10h; |
1,1,1,2,2,4,5,5,5-nonafluoro-3-pentafluoroethyl-3,4-bis-trifluoromethyl-pentane
A
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
With iodine at 201℃; for 48h; | |
With iodine at 201℃; for 48h; Rate constant; Thermodynamic data; other temp., activation energy; |
perfluoro-2,4-dimethyl-3-ethylpentane
A
perfluoroisopropyl iodide
B
1,1,1,2,2,3,4,5,5,5-decafluoro-3-iodo-4-trifluoromethyl-pentane
Conditions | Yield |
---|---|
With iodine at 261℃; for 48h; |
perfluoro-2,3,3-trimethylpentane
A
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
With iodine at 261℃; for 48h; |
perfluoro-2,3,3,4-tetramethylpentane
A
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
With iodine at 161℃; for 48h; | |
With iodine at 161℃; for 48h; Rate constant; Thermodynamic data; other temp., activation energy; |
1,1,1,2,3,5,5,5-Octafluoro-2,3,4,4-tetrakis-trifluoromethyl-pentane
A
Perfluoro-2-iodo-3-methylbutane
B
perfluoroisopropyl iodide
C
perfluoro-tert-butyl iodide
Conditions | Yield |
---|---|
With iodine at 161℃; for 48h; | |
With iodine at 201℃; for 48h; | |
With iodine at 201℃; for 48h; Rate constant; Thermodynamic data; other temp., activation energy; |
A
1,1,1,2,3,3,3-Heptafluoropropane
B
perfluoropropylene
C
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
at 80 - 160℃; under 0.5 Torr; |
Conditions | Yield |
---|---|
With iodine In gas at 286.9 - 426.9℃; under 30 - 300 Torr; Equilibrium constant; |
polytetrafluoroethylene
iodotrifluoromethane
A
1,1,1,2,2,3,3-heptafluoro-3-iodo-propane
B
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
With aluminum chlorofluoride at 25 - 30℃; for 16h; Addition; Title compound not separated from byproducts; |
perfluoropropylene
1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
A
octafluoro-2-butene
B
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
With aluminum chlorofluoride at 80℃; for 40h; Addition; Elimination; |
perfluoropropylene
n-perfluorohexyl iodide
A
perfluoroisopropyl iodide
B
perfluoro-2-hexene
C
cis-F-Hexene-2
D
trans-perfluoro-3-hexene
Conditions | Yield |
---|---|
With aluminum chlorofluoride at 50℃; for 16h; Addition; Elimination; Further byproducts given. Title compound not separated from byproducts; |
perfluoropropylene
1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
aluminum chlorofluoride |
heptafluoroisopropyl silver
trans-CF3CFCICF3
A
perfluoroisopropyl iodide
B
trans-perfluoro-1-methylpropenylsilver
perfluoropropylene
tetrafluoro-trifluoromethyl-λ5-iodane
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
at 20°C; |
Conditions | Yield |
---|---|
With tris(2,2'-bipyridyl)ruthenium dichloride; N,N,N,N,-tetramethylethylenediamine In acetonitrile at 20℃; for 0.166667h; Flow reactor; Irradiation; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation; | 99% |
With 2',4',5',7'-tetrabromofluorescein; sodium thiosulfate In water; acetonitrile at 20℃; for 1h; Inert atmosphere; Irradiation; | 64% |
Conditions | Yield |
---|---|
With (dppf)Ni(o-tol)Cl; sodium t-butanolate In Hexafluorobenzene at 50℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube; | 99% |
With eosin; caesium carbonate In N,N-dimethyl acetamide at 20℃; for 48h; Inert atmosphere; Sealed tube; Irradiation; | 87% |
Conditions | Yield |
---|---|
With caesium carbonate In dichloromethane at 25℃; for 16h; Solvent; Inert atmosphere; Sealed tube; | 99% |
5-Hexen-1-ol
perfluoroisopropyl iodide
7,8,8,8-tetrafluoro-5-iodo-7-(trifluoromethyl)octan-1-ol
Conditions | Yield |
---|---|
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction; | 98% |
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 1h; Inert atmosphere; Irradiation; | 90% |
With C30H26N6Ru(2+)*2Cl(1-); sodium L-ascorbate In methanol; acetonitrile for 0.5h; Inert atmosphere; Irradiation; | 81% |
With potassium carbonate In N,N-dimethyl-formamide for 24h; Schlenk technique; Inert atmosphere; Irradiation; | 41% |
allylbenzene
perfluoroisopropyl iodide
1,1,1,2-tetrafluoro-2-(trifluoromethyl)-4-iodo-5-phenylpentane
Conditions | Yield |
---|---|
With iodine; N-ethyl-N,N-diisopropylamine In water at 20℃; for 1h; Reagent/catalyst; Irradiation; | 98% |
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 1h; Inert atmosphere; Irradiation; | 86% |
With triethylamine In acetonitrile at 20℃; for 0.166667h; Irradiation; Flow reactor; | 78% |
With diethylzinc In hexane; acetonitrile at -20℃; for 16h; Schlenk technique; Inert atmosphere; | 60% |
Conditions | Yield |
---|---|
With iodine; N-ethyl-N,N-diisopropylamine In water at 20℃; for 1h; Irradiation; diastereoselective reaction; | 98% |
Conditions | Yield |
---|---|
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With eosin; caesium carbonate In N,N-dimethyl acetamide at 20℃; for 48h; Inert atmosphere; Sealed tube; Irradiation; | 98% |
Conditions | Yield |
---|---|
With ClOTeF5 at 25℃; for 48h; | A 97% B n/a |
2-(1,4-dimethylpentyl)aniline
perfluoroisopropyl iodide
2-(1,4-dimethylpentyl)-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]aniline
Conditions | Yield |
---|---|
With sodium dithionite; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In tert-butyl methyl ether; water at 20℃; for 12h; | 97% |
perfluoroisopropyl iodide
methyl-η4-(1,5-cyclooctadiene)perfluoro(iso-propyl)platinum
Conditions | Yield |
---|---|
In dichloromethane at 30 - 45℃; for 48h; Time; Concentration; Inert atmosphere; Darkness; | 97% |
In dichloromethane at 35℃; for 120h; Darkness; | 90% |
In further solvent(s) in a Schlenk flask, excess of F-compd. was added and used as solvent, room temp., 3 d shaking; ppt. was collected, washed twice with hexane, recrystn. from Et2O, elem.anal.; | 85% |
perfluoroisopropyl iodide
o-toluidine
2-methyl-4-(heptafluoropropan-2-yl)-aniline
Conditions | Yield |
---|---|
With sodium dithionite; sodium carbonate; tetrabutylammonium sulfate In tert-butyl methyl ether; water at 50℃; for 4h; | 97% |
With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate In tert-butyl methyl ether; water at 50℃; for 4h; | 97% |
With sodium dithionite; tetrabutylammomium bromide; sodium carbonate In tert-butyl methyl ether; water at 5℃; for 24h; | 89.1% |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) at 70℃; for 26h; | 96.4% |
Conditions | Yield |
---|---|
In hexane; dichloromethane at -78 - 0℃; for 3h; Solvent; Temperature; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With sodium dithionite; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In tert-butyl methyl ether; water at 0 - 25℃; | 95% |
With sodium dithionite; tetrabutylammomium bromide; sodium carbonate In tert-butyl methyl ether; water at 5℃; for 24h; |
Conditions | Yield |
---|---|
With sodium persulfate; cetyltrimethylammonim bromide In tert-butyl methyl ether; water | 95% |
Conditions | Yield |
---|---|
With sodium persulfate; cetyltrimethylammonim bromide In tert-butyl methyl ether; water for 2.5h; | 95% |
Conditions | Yield |
---|---|
In hexane byproducts: C2H5I, ZnI2, Zn(i-C3F7)i*2THF; dry N2 atm.; cooling (-78°C), stirring (-20°C, 24 h), heating (room temp., 15 min); evapn. (vac.); elem. anal.; | 94% |
perfluoroisopropyl iodide
5-(4-methoxyphenyl)-1-pentene
Conditions | Yield |
---|---|
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 1h; Inert atmosphere; Irradiation; | 94% |
With iodine; N-ethyl-N,N-diisopropylamine In water for 1h; Irradiation; regioselective reaction; | 85% |
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 20℃; for 1h; Reagent/catalyst; Solvent; Inert atmosphere; Irradiation; | 84% |
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
With rhodamine B; N-ethyl-N,N-diisopropylamine In water at 0 - 20℃; for 0.5h; Reagent/catalyst; Inert atmosphere; Irradiation; | 94% |
ethene
perfluoroisopropyl iodide
1,1,1,2-tetrafluoro-4-iodo-2-(trifluoromethyl)butane
Conditions | Yield |
---|---|
With ethanolamine; copper(l) chloride at 140℃; under 15001.2 - 18751.5 Torr; for 8h; | 93% |
With ethanolamine; copper(l) chloride In various solvent(s) at 150℃; for 18h; Addition; | 75% |
With dibenzoyl peroxide at 100℃; for 6h; | 33% |
1-dodecyne
perfluoroisopropyl iodide
(E)-1,1,1,2-Tetrafluoro-4-iodo-2-trifluoromethyl-tetradec-3-ene
Conditions | Yield |
---|---|
With triethyl borane In hexane at 25℃; for 8h; | 92% |
perfluoroisopropyl iodide
1,7-Octadiene
9,10,10,10-Tetrafluoro-7-iodo-9-trifluoromethyldec-1-ene
Conditions | Yield |
---|---|
With bis(cyclopentadienyl)titanium dichloride; iron In ethanol at 55℃; for 10h; other per(poly)fluoroalkyl iodides and bromides; | 92% |
With bis(cyclopentadienyl)titanium dichloride; iron In ethanol at 55℃; for 10h; | 92% |
perfluoroisopropyl iodide
Conditions | Yield |
---|---|
In acetonitrile at 27℃; for 3h; Inert atmosphere; Sealed tube; Irradiation; | 92% |
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; sodium L-ascorbate In acetone at 20℃; for 24h; Irradiation; | 71% |
Conditions | Yield |
---|---|
With iron(III) trifluoromethanesulfonate; tert-butyl peroxyacetate In tert-butyl methyl ether at 20℃; for 12h; Schlenk technique; Inert atmosphere; | 92% |
perfluoroisopropyl iodide
[Ru(η(4)-C5H5CF(CF3)2)(PMe3)2I]
Conditions | Yield |
---|---|
In tetrahydrofuran -78°C; elem. anal.; | 91% |
In further solvent(s) (N2); using Schlenk techniques; treatment of RhCp(PMe3)2 with (CF3)2CFI; not isolated; |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; trimethylsilylazide; iron(II) chloride In decane; acetonitrile at 70℃; for 3h; Schlenk technique; Inert atmosphere; | 91% |
Structure of Heptafluoroisopropyl iodide (CAS NO.677-69-0):
Molecular Formula: C3F7I
Molecular Weight: 295.93
EINECS: 211-643-3
Index of Refraction: 1.361
Molar Refractivity: 29.96 cm3
Molar Volume: 135.1 cm3
Polarizability: 11.87 10 -24 cm3
Surface Tension: 17.7 dyne/cm
Density: 2.189 g/cm3
Melting Point: -58 °C
Boiling Point: 40.8 °C at 760 mmHg
Flash Point: 4.7 °C
Enthalpy of Vaporization: 27.34 kJ/mol
Vapour Pressure: 429 mmHg at 25°C
storage temp.: Keep Cold
Water Solubility: insoluble
Product Categories: Organic Fluorides
IUPAC Name: 1,1,1,2,3,3,3-heptafluoro-2-iodopropane
Synonyms: Perfluoroisopropyl iodide ; 1,1,1,2,3,3,3-Heptafluoro-2-iodopropane ; Propane, 1,1,1,2,3,3,3-heptafluoro-2-iodo-
The Hazard Codes of Heptafluoroisopropyl iodide (CAS NO.677-69-0): Xn, Xi , T
The Risk Statements information of Heptafluoroisopropyl iodide (CAS NO.677-69-0):
20: Harmful by inhalation
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of Heptafluoroisopropyl iodide (CAS NO.677-69-0):
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
Hazard Note: Irritant
HazardClass: 6.1(b)
RIDADR: 2810
WGK Germany: 3
RTECS: TZ3925000
F: 8
TSCA: T
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