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115-25-3

Basic Information
CAS No.: 115-25-3
Name: Octafluorocyclobutane
Article Data: 60
Molecular Structure:
Molecular Structure of 115-25-3 (Octafluorocyclobutane)
Formula: C4F8
Molecular Weight: 200.031
Synonyms: Cyclobutane, octafluoro-;Octafluorocyclobutane;Perfluorocyclobutane;Freon C-318;FC-C 318;Propellant C318;R-C 318;1,1,2,2,3,3,4,4-Octafluorocyclobutane;
EINECS: 204-075-2
Density: 1.66 g/cm3
Melting Point: -41.4 °C
Boiling Point: -6 °C
Solubility: Slightly soluble in water
Appearance: Colorless gas
Hazard Symbols: IrritantXi
Safety: 23-38
Transport Information: UN 1976
PSA: 0.00000
LogP: 2.54120
Synthetic route
931-91-9

1,1,2,2,3,3-Hexafluoro-cyclopropane

A

116-14-3

polytetrafluoroethylene

B

373-94-4

1,1-difluoro-2-methylcyclopropane

C

115-25-3

Octafluorocyclobutane

D

374-30-1

1,1,2,2-tetrafluoro-3-methylcyclobutane

Conditions
ConditionsYield
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%
379-14-6

1,2,2,3,3-pentafluoro-1-difluoromethylcyclopropane

A

116-14-3

polytetrafluoroethylene

B

433-66-9

pentafloropropylene

C

931-91-9

1,1,2,2,3,3-Hexafluoro-cyclopropane

D

115-25-3

Octafluorocyclobutane

Conditions
ConditionsYield
at 300℃; for 160h; Further byproducts given;A 28%
B 100%
C 6%
D 12%
379-14-6

1,2,2,3,3-pentafluoro-1-difluoromethylcyclopropane

110-83-8

cyclohexene

A

116-14-3

polytetrafluoroethylene

B

433-66-9

pentafloropropylene

C

115-25-3

Octafluorocyclobutane

D

823-70-1

7,7-difluoronorcarane

Conditions
ConditionsYield
at 200℃; for 320h; Further byproducts given;A 14%
B 99%
C n/a
D 47%
379-14-6

1,2,2,3,3-pentafluoro-1-difluoromethylcyclopropane

110-83-8

cyclohexene

A

116-14-3

polytetrafluoroethylene

B

433-66-9

pentafloropropylene

C

201230-82-2

carbon monoxide

D

115-25-3

Octafluorocyclobutane

E

823-70-1

7,7-difluoronorcarane

F

7783-61-1

silicon tetrafluoride

Conditions
ConditionsYield
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%
75-01-4

chloroethylene

931-91-9

1,1,2,2,3,3-Hexafluoro-cyclopropane

A

116-14-3

polytetrafluoroethylene

B

115-25-3

Octafluorocyclobutane

C

54944-21-7

1,1-difluoro-2-chlorocyclopropane

Conditions
ConditionsYield
at 294℃; for 1h; sealed tube in vacuo;A 91%
B 19%
C 55%
17065-31-5

1,2,3,4,7,7-hexafluorobicyclo<2,2,1>hepta-2,5-diene

A

115-25-3

Octafluorocyclobutane

B

551-62-2

1,2,3,4-tetrafluorobenzene

Conditions
ConditionsYield
at 450℃; for 0.5h;A 56%
B 73%
74-85-1

ethene

931-91-9

1,1,2,2,3,3-Hexafluoro-cyclopropane

A

116-14-3

polytetrafluoroethylene

B

558-29-2

2,2-difluorocyclopropane

C

374-12-9

1,1,2,2-tetrafluorocyclobutane

D

115-25-3

Octafluorocyclobutane

Conditions
ConditionsYield
at 300℃; for 4h; sealed tube in vacuo;A 16%
B 68%
C 63%
D 15%
697-11-0

hexafluorocyclobut-1-ene

115-25-3

Octafluorocyclobutane

Conditions
ConditionsYield
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.
116-14-3

polytetrafluoroethylene

460-96-8

bis(trifluoromethyl)phosphine

A

75-46-7

trifluoromethan

B

115-25-3

Octafluorocyclobutane

C

25196-27-4

Tetrafluorethylbis-trifluormethyl-phosphin

Conditions
ConditionsYield
200°C, 24 h;A 7%
B 53%
C 46%
200°C, 24 h;A 7%
B 53%
C 46%
355-49-7

perfluorocetane

A

116-14-3

polytetrafluoroethylene

B

116-15-4

perfluoropropylene

C

115-25-3

Octafluorocyclobutane

Conditions
ConditionsYield
at 195 - 550℃; under 75.7576 Torr; Temperature; Pressure; Pyrolysis;A 36.1%
B 42.7%
C 6.1%
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Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  2.2; Label: Nonflammable Gas

Specification

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.

Octafluorocyclobutane is prepared by reaction of hexafluorocyclobutene.

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%.

Octafluorocyclobutane 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.

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.