β,β,β-trifluoroethyl phenyl sulfone
Vinylidene fluoride
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; magnesium In N,N-dimethyl-formamide at 20℃; for 0.25h; | 100% |
1,1,2-trifluoro-2-(trifluoromethyl)cyclobutane
A
Vinylidene fluoride
B
2,3,3,3-tetrafluoro-propene
Conditions | Yield |
---|---|
at 800℃; for 7.83h; Inert atmosphere; | A 97% B 81% |
1-Chloro-2,2-difluoroethene
A
polytetrafluoroethylene
B
Vinylidene fluoride
C
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
With hydrogen sulfide Product distribution; Irradiation; added CH3OH or alone; | A 6% B 82% C 12% |
Conditions | Yield |
---|---|
With potassium phosphate; [(2,2''-bipyridine)Ni(CH2CF3)2] In 1,2-dimethoxyethane at 80℃; Suzuki Coupling; | A n/a B 57% C n/a |
methylene chloride
Octafluorocyclobutane
A
polytetrafluoroethylene
B
Vinylidene fluoride
Conditions | Yield |
---|---|
at 250 - 800℃; under 150.015 Torr; | A 56.2% B n/a |
Conditions | Yield |
---|---|
In diethyl ether -30°C; | 56% |
1-chloro-2,2-difluoroethane
A
Vinylidene fluoride
B
1,2-difluoroethene
C
1-chloro-2-fluoroethylene
Conditions | Yield |
---|---|
at 650℃; Activation energy; Product distribution; Further Variations:; Temperatures; | A 32% B 53% C 13% |
at 650℃; | A 32% B 53% C 13% |
methyl bromide
Chlorodifluoromethane
A
polytetrafluoroethylene
B
methylene chloride
C
methane
D
Vinylidene fluoride
Conditions | Yield |
---|---|
at 499.84 - 849.84℃; under 757.576 Torr; Further byproducts.; | A n/a B n/a C n/a D 53% |
perfluoro(N,N-dimethyl trifluorovinylamine)
A
trifluoromethan
B
Vinylidene fluoride
C
Hexafluoroethane
D
trifluoromethyl isocyanate
E
perfluoro(2-aza-1-hexene)
Conditions | Yield |
---|---|
With toluene pyrolysis 610°C, contact time 0.66 sec, further product; | A n/a B n/a C n/a D n/a E 46% |
With toluene pyrolysis 610°C, contact time 0.66 sec, further product; | A n/a B n/a C n/a D n/a E 46% |
methane
Octafluorocyclobutane
A
polytetrafluoroethylene
B
perfluoropropylene
C
Vinylidene fluoride
D
2,3,3,3-tetrafluoro-propene
E
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
at 250 - 800℃; under 150.015 Torr; for 0.000175h; Temperature; | A 45.8% B 7.4% C 10.4% D 8.4% E 9.5% |
2,2,2-trifluoroethyl phenyl sulfoxide
Vinylidene fluoride
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; magnesium In N,N-dimethyl-formamide at 20℃; for 8h; | 20% |
Conditions | Yield |
---|---|
With Dichlorodifluoromethane; chlorine at 650℃; | |
With chlorine at 610℃; |
Conditions | Yield |
---|---|
With platinum rhodium at 800℃; |
2,2,2-trifluoroethanol
A
Vinylidene fluoride
B
1,1,2,2-tetrafluorocyclobutane
Conditions | Yield |
---|---|
at 750 - 910℃; |
1-Chloro-1,1-difluoroethane
A
1,1-difluorotetrachloroethane
B
1,2-dichloro-1,1-difluoroethane
C
Vinylidene fluoride
D
1,1,2-trichloro-2,2-difluoroethane
Conditions | Yield |
---|---|
at 420℃; bei der Chlorierung: Produkt 5: 2.2-Difluor-1.1-dichlor-aethylen; |
Conditions | Yield |
---|---|
In gas at 24.9℃; Quantum yield; Irradiation; photodecomposition; enthalpy of reaction; | |
at 600℃; beim Leiten durch ein Platinrohr; | |
With tetrachloromethane at 550℃; ueber Nickelspiralen; |
2-bromo-1,1-difluoroethane
sodium methylate
A
2,2-difluoroethyl methyl ether
B
Vinylidene fluoride
2-bromo-1,1-difluoroethane
A
2,2-difluoroethyl ethyl ether
B
Vinylidene fluoride
Conditions | Yield |
---|---|
With potassium ethoxide | |
With sodium ethanolate |
Conditions | Yield |
---|---|
With diethyl ether; magnesium |
Conditions | Yield |
---|---|
With hydrogen at 500℃; ueber Nickelspiralen; | |
With acetamide; zinc; butan-1-ol at 50℃; | |
With acetamide; sodium iodide; zinc at 145℃; Reagens 4: 2-Aethyl-hexanol-(1); | |
With hydrogen at 550℃; under 760.051 Torr; Product distribution / selectivity; Autoclave; |
Conditions | Yield |
---|---|
With diethyl ether; phenylmagnesium bromide | |
With formic acid; tris(bipyridine)ruthenium(II) dichloride hexahydrate; triethylamine In dimethyl sulfoxide for 0.5h; Irradiation; Inert atmosphere; | 10 %Spectr. |
1-bromo-1,1-difluoro-2-iodoethane
A
1,1,1-trifluoro-2-iodoethane
B
Vinylidene fluoride
Conditions | Yield |
---|---|
With mercury(I) fluoride at 140℃; |
1,1,2,2-tetrafluoro-3-methylenecyclobutane
A
Vinylidene fluoride
B
1,1-difluoroallene
Conditions | Yield |
---|---|
at 800℃; Hochvakuum; |
Ketene
polytetrafluoroethylene
A
Vinylidene fluoride
B
1,1-dihydrotetrafluorocyclopropane
Conditions | Yield |
---|---|
With oxygen under 67 Torr; Rate constant; Ambient temperature; Irradiation; or 139 torr, or 361 torr; 0-7.2 kV/cm electric field effect; | |
With oxygen under 65.9 - 1837.9 Torr; Rate constant; Mechanism; Product distribution; Irradiation; | |
With oxygen Irradiation; |
Hexafluorobenzene
methane
A
Vinylidene fluoride
B
Pentafluorobenzene
C
2,3,4,5,6-pentafluorotoluene
D
acetylene
Conditions | Yield |
---|---|
Mechanism; Thermodynamic data; Irradiation; ΔH (excit.),; | A n/a B n/a C 4 % Chromat. D n/a |
methylene chloride
Chlorodifluoromethane
A
polytetrafluoroethylene
B
methane
C
trifluoromethan
D
Vinylidene fluoride
E
1,1,3,3-Tetrafluoropropene
Conditions | Yield |
---|---|
at 950℃; for 5.55556E-05h; Product distribution; other temperatures, other contact times; | A 0.9 % Chromat. B 4.5 % Chromat. C 7.8 % Chromat. D 21.9 % Chromat. E 1.3 % Chromat. |
methylene chloride
Chlorodifluoromethane
A
polytetrafluoroethylene
B
methane
C
Vinylidene fluoride
D
1,1,3,3-Tetrafluoropropene
Conditions | Yield |
---|---|
at 650℃; for 5.55556E-05h; Product distribution; other temperatures, other contact times; | A 11.2 % Chromat. B 3.2 % Chromat. C 5.0 % Chromat. D 1.6 % Chromat. |
methylene chloride
Chlorodifluoromethane
A
polytetrafluoroethylene
B
1,1,2-Trifluoroethan
C
Vinylidene fluoride
D
1,1,3,3-Tetrafluoropropene
E
1-Chloro-1,1,3,3-tetrafluoropropane
F
1,3,3-Trifluoropropyne
Conditions | Yield |
---|---|
Product distribution; Heating; various temperatures, various contact times; |
Conditions | Yield |
---|---|
With nitrogen trifluoride at 25℃; pulsed ion cyclotron resonance experiment; |
Vinylidene fluoride
2,2-difluoro vinyllithium
Conditions | Yield |
---|---|
With sec.-butyllithium In tetrahydrofuran at -110℃; | 100% |
With n-butyllithium In diethyl ether; pentane |
Vinylidene fluoride
n-perfluorohexyl iodide
1,1,1,2,2,3,3,4,4,5,5,6,6,8,8-pentadecafluoro-8-iodooctane
Conditions | Yield |
---|---|
Heating; | 100% |
at 180℃; |
Conditions | Yield |
---|---|
With potassium hydroxide In water at 75 - 80℃; under 6000.6 Torr; Inert atmosphere; Autoclave; | 99.8% |
Conditions | Yield |
---|---|
With Iodine monochloride at 45℃; for 15h; Temperature; Inert atmosphere; Large scale; | 99% |
With Iodine monochloride at 40℃; Darkness; Autoclave; | 75% |
With Iodine monochloride unter Lichtausschluss; |
Conditions | Yield |
---|---|
for 48h; Ambient temperature; in vacuo; | 99% |
diazomethane
Vinylidene fluoride
tributyltin chloride
4-fluoro-5-(tributylstannyl)-1H-pyrazole
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran sec-BuLi added in THF at -78°C, stirred for 10 min, F2CCH2 added at -105°C, warmed to -70°C, Sn compd. added dropwise, warmed to -30°C, diazomethane added, warmed to room temp.; water and hexane added, extd. (hexane/ether=3:1), elem. anal.; | 98% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Vinylidene fluoride
Conditions | Yield |
---|---|
In benzene under 1140.08 Torr; for 12h; Heating; | 98% |
In benzene soln. of Ru(Cl)2(P(C6H11)3)(CH(C6H5))(C3H5N2(C6H2(CH3)3)2) in dry degassed benzene in thick-walled glass ampule put under approx. 1.5 atm of 1,1-difluoroethylene; mixt. heated at 60°C for 12 h; color changed from reddish to brown; soln. concd. and purifed by column chromy. in air (silica gel, 5:1 pentane:THF); orange fraction stripped of solvent; dried under vac.; | 86% |
In benzene-d6 at 60℃; under 760.051 Torr; for 12h; | |
In benzene-d6 at 60℃; under 760.051 Torr; for 12h; |
Vinylidene fluoride
tetrakis(trifluoromethyl)diphosphine
1,2-Bis-(bis-trifluoromethyl-phosphanyl)-1,1-difluoro-ethane
Conditions | Yield |
---|---|
50°C (120 h); | 97% |
Irradiation (UV/VIS); 20°C (90 h); | 72% |
Irradiation; |
Vinylidene fluoride
bis-trifluoromethyl-aminooxyl
1,2-Bis-(di-trifluormethyl-aminooxy)-1,1-difluor-ethan
Conditions | Yield |
---|---|
for 30h; Ambient temperature; | 97% |
Vinylidene fluoride
chlorodifluoro acetate
Difluoro-acetic acid 2-chloro-1,1-difluoro-ethyl ester
Conditions | Yield |
---|---|
at -195 - 22℃; | 95% |
Vinylidene fluoride
N-bromobis(trifluoromethyl)amine
N.N-Bis-trifluormethyl-(2-brom-2.2-difluor-ethyl)-amin
Conditions | Yield |
---|---|
at 25°C for 0.5 h; | 95% |
at 25°C for 0.5 h; | 95% |
Vinylidene fluoride
Conditions | Yield |
---|---|
With sodium 3-(allyloxy)-2-hydroxypropane-1-sulfonate; di-n-propyl peroxydicarbonate In water; paraffin wax at 82℃; under 33603.4 Torr; for 2.7h; Product distribution / selectivity; | 94.4% |
With sodium 3-(allyloxy)-2-hydroxypropane-1-sulfonate; dipotassium peroxodisulfate; sodium acetate In water at 80 - 82℃; under 33603.4 Torr; for 2.3 - 4.7h; Product distribution / selectivity; | 90.6% |
With dipotassium peroxodisulfate; sodium acetate In water; paraffin wax at 80 - 82℃; under 33603.4 Torr; for 2.2h; Product distribution / selectivity; | 81.2% |
Conditions | Yield |
---|---|
With xenon difluoride; silicon tetrafluoride at 20℃; for 6h; Fluorination; | 94% |
With sulfur tetrafluoride; lead dioxide at 100℃; for 2h; | |
With cobalt (III) fluoride at 125℃; |
Vinylidene fluoride
Trifluoracylhypochlorit
Trifluoro-acetic acid 2-chloro-1,1-difluoro-ethyl ester
Conditions | Yield |
---|---|
1.) -195 deg C, 2.) -150 deg C -> 22 deg C within 1d; | 94% |
Vinylidene fluoride
trifluorormethanesulfonic acid
difluoroethyl trifluoromethane-sulfonate
Conditions | Yield |
---|---|
under 2964 Torr; for 3h; | 94% |
bis(1,5-cyclooctadiene)nickel (0)
Vinylidene fluoride
phenyl isocyanate
tricyclohexylphosphine
Conditions | Yield |
---|---|
In diethyl ether react. temp. -78 to -10°C, under exclusion of air; elem. anal.; | 93.4% |
Vinylidene fluoride
bis(trifluoromethyl)phosphine
2,2-Difluoroaethyl-bis(trifluoromethyl)phosphin
Conditions | Yield |
---|---|
Irradiation (UV/VIS); time of irradiation:60 h at 30°C; | 93% |
for 60h; Irradiation; |
Vinylidene fluoride
Chlordifluoracylhypochlorit
Chloro-difluoro-acetic acid 2-chloro-1,1-difluoro-ethyl ester
Conditions | Yield |
---|---|
at -195 - 22℃; | 93% |
Vinylidene fluoride
difluorodiiodomethane
1,3-diiodo-1,1,3,3-tetrafluoropropane
Conditions | Yield |
---|---|
With lead(IV) acetate In acetic acid at 70℃; for 14h; | 92% |
bis(triphenylphosphine)ethylenenickel(0)
Vinylidene fluoride
CH2CF2Ni(P(C6H5)3)2
Conditions | Yield |
---|---|
In diethyl ether byproducts: ethylene; react. in ether at room temp.;; | 92% |
In diethyl ether byproducts: ethylene; react. in ether at room temp.;; | 92% |
Vinylidene fluoride
Conditions | Yield |
---|---|
With 18-crown-6 ether; dihydrogen peroxide In dichloromethane at 120℃; under 30003 Torr; for 8h; Reagent/catalyst; Solvent; Pressure; Temperature; Autoclave; Sealed tube; | 92% |
Conditions | Yield |
---|---|
With sec.-butyllithium In neat (no solvent) Product distribution; -110 deg C then -80 deg C; | 90% |
With sec.-butyllithium In tetrahydrofuran; diethyl ether at -110 - -100℃; for 0.166667h; | |
for 4h; Irradiation; | |
under 0.05 Torr; Irradiation; var. pressure; |
Conditions | Yield |
---|---|
Irradiation (UV/VIS); UV-irradiation at 25°C for 4 h;; | 90% |
Irradiation (UV/VIS); UV-irradiation at 25°C for 4 h;; | 90% |
In not given Irradiation (UV/VIS); |
Conditions | Yield |
---|---|
In tetrahydrofuran; trifluoromethyl trifluorovinyl ether at 20 - 100℃; for 8h; | 90% |
N,N,N,N,-tetramethylethylenediamine
Vinylidene fluoride
zinc(II) chloride
Conditions | Yield |
---|---|
With s-BuLi In tetrahydrofuran; diethyl ether; hexane to soln. of TMEDA in THF-Et2O at -110°C slowly added CF2CH2 (gas), stirring (5 min), to the soln. at -110°C slowly added s-BuLi inhexane, stirring (20 min), then ZnCl2 soln. in THF added to the mixt., stirring (-100°C, 30 min); (19)F NMR; | 90% |
Stage #1: N,N,N,N,-tetramethylethylenediamine; Vinylidene fluoride With sec.-butyllithium In tetrahydrofuran; diethyl ether at -110℃; for 0.333333h; Inert atmosphere; Stage #2: zinc(II) chloride In tetrahydrofuran-d8; diethyl ether at -100℃; for 0.5h; | 95 %Spectr. |
1-[4-(2-Butoxy-3,5-diisopropyl-phenyl)-quinolin-6-yl]-ethanone
Vinylidene fluoride
sec.-butyllithium
3-[4-(2-butoxy-3,5-diisopropyl-phenyl)-quinolin-6-yl]-but-2(E)-enoic acid methyl ester
Conditions | Yield |
---|---|
With sulfuric acid In tetrahydrofuran; methanol; N,N',N''-triethylenephosphoramide; diethyl ether; cyclohexane | 89% |
Conditions | Yield |
---|---|
With P(C6H5) In diethyl ether react. temp. -78 to 20°C, under exclusion of air; elem. anal.; | 88% |
The Vinylidene fluoride, with the CAS registry number 75-38-7 and EINECS registry number 200-867-7, has the systematic name of 1,1-difluoroethene. It is a colorless gas, and bleongs to the following product categories: CFC; Refrigerants; Organics. It is slightly soluble in water and soluble in alcohol and ether. And the molecular formula of this chemical is C2H2F2.
The physical properties of Vinylidene fluoride are as following: (1)ACD/LogP: 1.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.25; (4)ACD/LogD (pH 7.4): 1.25; (5)ACD/BCF (pH 5.5): 5.24; (6)ACD/BCF (pH 7.4): 5.24; (7)ACD/KOC (pH 5.5): 113.84; (8)ACD/KOC (pH 7.4): 113.84; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: Å2; (13)Index of Refraction: 1.264; (14)Molar Refractivity: 11.21 cm3; (15)Molar Volume: 67.3 cm3; (16)Polarizability: 4.44×10-24cm3; (17)Surface Tension: 8.7 dyne/cm; (18)Density: 0.95 g/cm3.
Preparation and uses of Vinylidene fluoride: Dry acetylene reacts with hydrofluoric acid in the presence of fluosulfonic acid, and gives 1,1-difluoroethane. Then mix with a certain amount of chlorine in the temperaure of 650-680 °C. Through a series of pyrogenation, you can get the vinylidene fluoride. In addition, it is usually used to produce polyvinylidene fluoride(PVDF), a kind of irradiation resistance material. It is also used as raw material of fluor resin and fluorubber.
You should be cautious while dealing with this chemical. It is a kind of extremely flammable chemical. Therefore, you had better take the following instructions: Keep away from sources of ignition - No smoking; Keep container tightly closed and in a well-ventilated place.
You can still convert the following datas into molecular structure:
(1)SMILES: C=C(F)F
(2)InChI: InChI=1/C2H2F2/c1-2(3)4/h1H2
(3)InChIKey: BQCIDUSAKPWEOX-UHFFFAOYAV
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LCLo | inhalation | 800ppb/4H (0.8ppm) | National Technical Information Service. Vol. OTS0523847, | |
rat | LCLo | inhalation | 128000ppm/4H (128000ppm) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of Occupational Medicine. Vol. 4, Pg. 262, 1962. |
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