propene
1,1,2,2,3,3-Hexafluoro-cyclopropane
A
polytetrafluoroethylene
B
1,1-difluoro-2-methylcyclopropane
C
Octafluorocyclobutane
D
1,1,2,2-tetrafluoro-3-methylcyclobutane
Conditions | Yield |
---|---|
at 296℃; for 1h; sealed tube in vacuo; | A 16% B 100% C 9% D 21% |
at 296℃; sealed tube in vacuo; | A 16% B 100% C 9% D 21% |
1,2,2,3,3-pentafluoro-1-difluoromethylcyclopropane
A
polytetrafluoroethylene
B
pentafloropropylene
C
1,1,2,2,3,3-Hexafluoro-cyclopropane
D
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 300℃; for 160h; Further byproducts given; | A 28% B 100% C 6% D 12% |
1,2,2,3,3-pentafluoro-1-difluoromethylcyclopropane
cyclohexene
A
polytetrafluoroethylene
B
pentafloropropylene
C
Octafluorocyclobutane
D
7,7-difluoronorcarane
Conditions | Yield |
---|---|
at 200℃; for 320h; Further byproducts given; | A 14% B 99% C n/a D 47% |
1,2,2,3,3-pentafluoro-1-difluoromethylcyclopropane
cyclohexene
A
polytetrafluoroethylene
B
pentafloropropylene
C
carbon monoxide
D
Octafluorocyclobutane
E
7,7-difluoronorcarane
F
silicon tetrafluoride
Conditions | Yield |
---|---|
With Pyrex tube at 200℃; for 320h; Product distribution; Mechanism; further periods of contact time, other temperatures; | A 14% B 99% C 11% D n/a E 47% F 13% |
chloroethylene
1,1,2,2,3,3-Hexafluoro-cyclopropane
A
polytetrafluoroethylene
B
Octafluorocyclobutane
C
1,1-difluoro-2-chlorocyclopropane
Conditions | Yield |
---|---|
at 294℃; for 1h; sealed tube in vacuo; | A 91% B 19% C 55% |
1,2,3,4,7,7-hexafluorobicyclo<2,2,1>hepta-2,5-diene
A
Octafluorocyclobutane
B
1,2,3,4-tetrafluorobenzene
Conditions | Yield |
---|---|
at 450℃; for 0.5h; | A 56% B 73% |
ethene
1,1,2,2,3,3-Hexafluoro-cyclopropane
A
polytetrafluoroethylene
B
2,2-difluorocyclopropane
C
1,1,2,2-tetrafluorocyclobutane
D
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 300℃; for 4h; sealed tube in vacuo; | A 16% B 68% C 63% D 15% |
Conditions | Yield |
---|---|
With vanadium pentafluoride at 60℃; for 3h; closed tube; | 59% |
With trichlorofluoromethane; fluorine at -70℃; | |
With vanadium pentafluoride at 50 - 60℃; for 3h; | 59 % Turnov. |
With vanadium pentafluoride at 50 - 60℃; for 3h; Product distribution; different time, temp.; | 59 % Turnov. |
polytetrafluoroethylene
bis(trifluoromethyl)phosphine
A
trifluoromethan
B
Octafluorocyclobutane
C
Tetrafluorethylbis-trifluormethyl-phosphin
Conditions | Yield |
---|---|
200°C, 24 h; | A 7% B 53% C 46% |
200°C, 24 h; | A 7% B 53% C 46% |
perfluorocetane
A
polytetrafluoroethylene
B
perfluoropropylene
C
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 195 - 550℃; under 75.7576 Torr; Temperature; Pressure; Pyrolysis; | A 36.1% B 42.7% C 6.1% |
Conditions | Yield |
---|---|
at 180 - 190℃; for 8h; Product distribution; further reaction time; | A 41.3% B 30.4% C 14.5% D 3.3% |
perfluorocetane
A
polytetrafluoroethylene
B
perfluoropropylene
C
octafluoro-1-butene
D
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 195 - 450℃; under 75.7576 Torr; Temperature; Pressure; Pyrolysis; | A 32.5% B 16.5% C 9.2% D 8.2% |
Conditions | Yield |
---|---|
at 700℃; | |
at 700℃; |
trichlorofluoromethane
hexafluorocyclobut-1-ene
A
Octafluorocyclobutane
B
tetradecafluoro-bicyclobutyl
Conditions | Yield |
---|---|
With fluorine at -75℃; |
2-chloro-1,1,2,2-tetrafluoroethane
A
polytetrafluoroethylene
B
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 750℃; |
polytetrafluoroethylene
A
perfluoropropylene
B
Hexafluoroethane
C
perfluoroisobutylene
D
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 600℃; Dimerisierung.Pyrolysis; | |
at 650℃; Dimerisierung.Pyrolysis; |
Conditions | Yield |
---|---|
at 200 - 600℃; Polymerisationsinhibitor; | |
at 288 - 466℃; under 30 - 617 Torr; Kinetics; Dimerisierung; | |
at 300 - 550℃; Kinetics; Dimerisierung; |
pentafluoropropionic acid
A
polytetrafluoroethylene
B
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 300℃; Reaktions des Natrium-Salzes; |
Chlorodifluoromethane
A
polytetrafluoroethylene
B
2-chloro-1,1,2,2-tetrafluoroethane
C
1-chloro-1,1,2,2,3,3-hexafluoropropane
D
1,1,1,2-tetrafluoro-2-chloroethane
E
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 580℃; for 0.000833333h; Product distribution; composition of products of pyrolysis at diferent temperatures; | A 18.541 % Chromat. B 3.065 % Chromat. C 3.004 % Chromat. D n/a E 2.829 % Chromat. |
N-methyldibutylamine
A
carbon tetrafluoride
B
freon-218
C
trifluoromethan
D
Hexafluoroethane
E
perfluorobutane
F
Octafluorocyclobutane
Conditions | Yield |
---|---|
With hydrogen fluoride Product distribution; electrochemical fluorination; |
polytetrafluoroethylene
A
perfluoropropylene
B
perfluoroisobutylene
C
Octafluorocyclobutane
Conditions | Yield |
---|---|
With silica gel at 348.9℃; for 71h; Product distribution; Rate constant; thermolysis(other temp.); |
Conditions | Yield |
---|---|
at 660℃; under 760 Torr; Mechanism; Ar-diluted mixtures, flow conditions; other temperatures; | |
With water at 601 - 747℃; for 0.224333 - 0.492833h; |
polytetrafluoroethylene
A
Chlorodifluoromethane
B
2-chloro-1,1,2,2-tetrafluoroethane
C
1,1,1,2-tetrafluoro-2-chloroethane
D
Octafluorocyclobutane
Conditions | Yield |
---|---|
With hydrogenchloride at 660℃; under 760 Torr; Mechanism; Ar-diluted mixtures, flow conditions; other temperatures; |
Chlorotrifluoroethylene
A
1,1,2-Trichloro-1,2,2-trifluoroethane
B
1,2-dichloro-1,2-difluoroethene
C
3-chloro-1,1,2,3,3-pentafluoro-propene
D
octafluoro-1-butene
E
Octafluorocyclobutane
F
1,2-dichloroperfluorocyclobutane
Conditions | Yield |
---|---|
at 450 - 710℃; for 0.000333333h; Product distribution; Mechanism; pyrolysis; variation of time and temp.; effect of contact time and temp.; | A 5.2 % Chromat. B 2.5 % Chromat. C 27.0 % Chromat. D 1.7 % Chromat. E 1.6 % Chromat. F 30.1 % Chromat. |
polytetrafluoroethylene
cyclopenta-1,3-diene
A
fluorobenzene
B
α,α,α-trifluorotoluene
C
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 660℃; under 760 Torr; Mechanism; Ar-diluted mixtures, flow conditions; other temperatures; |
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
With hydrogen fluoride electrochemical reaction; |
1-chloro-1,1,2,2,3,3-hexafluoropropane
A
polytetrafluoroethylene
B
Dichlorodifluoromethane
C
2-chloro-1,1,2,2-tetrafluoroethane
D
Octafluorocyclobutane
Conditions | Yield |
---|---|
at 780℃; |
trichlorofluoromethane
hexafluorocyclobut-1-ene
A
Octafluorocyclobutane
B
tetradecafluoro-bicyclobutyl
Conditions | Yield |
---|---|
at -75℃; |
Octafluorocyclobutane
caesium bis(trifluoromethyl)amide
B
perfluoro(N,N,N',N'-tetramethyl-cyclo-1-butene-1,2-diamine)
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether | A 10% B 82% |
Octafluorocyclobutane
A
perfluoro(3,6-dioxaoctanoyl) fluoride
B
Difluoro-[1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-pentafluoroethyloxy-ethoxy)-ethoxy]-acetyl fluoride
D
Difluoro-[1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-pentafluoroethyloxy-ethoxy)-ethoxy]-acetic acid difluoro-[1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-pentafluoroethyloxy-ethoxy)-ethoxy]-methyl ester
Conditions | Yield |
---|---|
With iodine at 130℃; for 5h; | A n/a B n/a C 67% D 3.3% |
Octafluorocyclobutane
A
Difluoro-[1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-pentafluoroethyloxy-ethoxy)-ethoxy]-acetyl fluoride
C
Difluoro-[1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-pentafluoroethyloxy-ethoxy)-ethoxy]-acetic acid difluoro-[1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-pentafluoroethyloxy-ethoxy)-ethoxy]-methyl ester
Conditions | Yield |
---|---|
With iodine at 130℃; for 5h; | A n/a B 67% C 3.3% |
methylene chloride
Octafluorocyclobutane
A
polytetrafluoroethylene
B
Vinylidene fluoride
Conditions | Yield |
---|---|
at 250 - 800℃; under 150.015 Torr; | A 56.2% B n/a |
Octafluorocyclobutane
A
polytetrafluoroethylene
B
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
With methane at 250 - 800℃; under 150.015 Torr; for 0.000175h; | A 51.3% B 8.2% |
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% |
Octafluorocyclobutane
tris(trifluoromethyl)hydroxylamine
A
perfluoro(N,N,N'N'-tetramethylcyclobutane-1,2-diamine)
B
perfluoro(dimethyl-2-methoxybutylamine)
C
perfluoro(2-dimethylamino-2'-methoxybicylobutyl)
Conditions | Yield |
---|---|
other Radiation; ratio of (CF3)2NOCF3 and perfluorocyclobutane = 2:1, irradiation in quartz vessel; | A 16% B 45% C 5% |
other Radiation; ratio of (CF3)2NOCF3 and perfluorocyclobutane = 2:1, irradiation in quartz vessel; | A 16% B 45% C 5% |
other Radiation; irradiation of equimolar mixt. of educts in quartz vessel, 30 d; distillated 76-153.5°C; | A 8% B 26% C 11% |
other Radiation; irradiation of equimolar mixt. of educts in quartz vessel, 30 d; distillated 76-153.5°C; | A 8% B 26% C 11% |
Octafluorocyclobutane
perfluoro-N-fluoropiperidine
perfluoro-(1-cyclobutylpiperidine)
Conditions | Yield |
---|---|
In neat (no solvent, gas phase) Irradiation (UV/VIS); 14 h;; | 44% |
Conditions | Yield |
---|---|
at 676.9℃; Product distribution; Rate constant; Kinetics; | |
Pyrolysis; |
Octafluorocyclobutane
A
polytetrafluoroethylene
B
perfluoropropylene
C
Hexafluoroethane
D
perfluoroisobutylene
Conditions | Yield |
---|---|
at 550 - 650℃; Kinetics; Pyrolysis; | |
at 550 - 650℃; Mechanism; Pyrolysis; |
Conditions | Yield |
---|---|
With pyrographite at 700℃; | |
With pyrographite at 700℃; |
Conditions | Yield |
---|---|
at 700 - 725℃; | |
Pyrolysis; |
EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.
DOT Classification: 2.2; Label: Nonflammable Gas
The Octafluorocyclobutane with CAS registry number of 115-25-3 is also known as Octafluorocyclobutane. The IUPAC name is 1,1,2,2,3,3,4,4-Octafluorocyclobutane. It belongs to product categories of Refrigerants; Organics. Its EINECS registry number is 204-075-2. In addition, the formula is C4F8 and the molecular weight is 200.03. It is a colorless gas that may cause inflammation to the skin or other mucous membranes. This chemical is used as a refrigerant in specialised applications and also can be usded as a deposition gas or etchant in the production semiconductor materials and devices. During using it, do not breathe gas/fumes/vapour/spray. In case of insufficient ventilation wear suitable respiratory equipment.
Physical properties about Octafluorocyclobutane are: (1)ACD/LogP: 0.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.4; (4)ACD/LogD (pH 7.4): 0.4; (5)ACD/BCF (pH 5.5): 1.19; (6)ACD/BCF (pH 7.4): 1.19; (7)ACD/KOC (pH 5.5): 39.49; (8)ACD/KOC (pH 7.4): 39.49; (9)Index of Refraction: 1.257; (10)Molar Refractivity: 19.5 cm3; (11)Molar Volume: 120 cm3; (12)Surface Tension: 11 dyne/cm; (13)Density: 1.66 g/cm3; (14)Enthalpy of Vaporization: 23.41 kJ/mol; (15)Vapour Pressure: 2220 mmHg at 25 °C.
Preparation of Octafluorocyclobutane: it is prepared by reaction of hexafluorocyclobutene. The reaction needs reagent VF5 at the temperature of 50-60 °C for 3 hours. The yield is about 59% Turnov.
Uses of Octafluorocyclobutane: it is used to produce difluoro-{1,1,2,2-tetrafluoro-2-[1,1,2,2-tetrafluoro-2-(1,1,2,2,2-pentafluoro-etho and 1-[2-(difluoro-iodo-methoxy)-1,1,2,2-tetrafluoro-ethoxy]-1,1,2,2-tetrafluoro-2-(1,1,2,2,2-pentafluoro-ethoxy)-ethane by reaction with silver 3,6,9-trioxa-F-undecanoate. The reaction occurs with reagent iodine at the temperature of 130 °C for 5 hours. The yield is about 67%.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1(C(C(C1(F)F)(F)F)(F)F)(F)F
2. InChI: InChI=1S/C4F8/c5-1(6)2(7,8)4(11,12)3(1,9)10
3. InChIKey: BCCOBQSFUDVTJQ-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LCLo | inhalation | 78pph/2H (780000ppm) | Trudy Leningradskogo Sanitarno-Gigienicheskogo Meditsinskogo Instituta. Vol. 111, Pg. 39, 1975. |
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