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| CAS No.: | 306-94-5 |
|---|---|
| Name: | Perfluorodecalin |
| Molecular Structure: | |
|
|
|
| Formula: | C10F18 |
| Molecular Weight: | 462.081 |
| Synonyms: | Naphthalene,octadecafluorodecahydro- (6CI,7CI,8CI,9CI);APF 140;Decalin perfluoride;FDC;Flutec PP 5;Flutec PP 6;Flutec PP 7;NSC 97066;Octadecafluorodecahydronaphthalene;Octadecafluorodecalin;PP 5;PP 6;Perflunafene;Perfluorodecahydronaphthalene; |
| EINECS: | 206-192-4 |
| Density: | 1.83 g/cm3 |
| Melting Point: | -10 °C(lit.) |
| Boiling Point: | 143.1 °C at 760 mmHg |
| Flash Point: | 46.4 °C |
| Solubility: | Insoluble in water |
| Appearance: | clear colourless liquid |
| Hazard Symbols: |
 Xi,  F
|
| Risk Codes: | 10 |
| Safety: | 23-24/25-41-16 |
| Transport Information: | UN 1993 3/PG 3 |
| PSA: | 0.00000 |
| LogP: | 5.51260 |
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| Conditions | Yield |
|---|---|
| With silver(II) fluoride at 225 - 330℃; | |
| With nickel(II) fluoride; cobalt (III) fluoride; fluorine 1.) 450 deg C, 2.) 450-500 deg C; Multistep reaction; | |
| With silver(II) fluoride at 225 - 330℃; |
| Conditions | Yield |
|---|---|
| With silver plated copper; fluorine at 350 - 380℃; |
| Conditions | Yield |
|---|---|
| With silver(II) fluoride at 225 - 330℃; | |
| With silver(II) fluoride at 225 - 330℃; |
| Conditions | Yield |
|---|---|
| With silver(II) fluoride at 225 - 330℃; | |
| With silver(II) fluoride at 225 - 330℃; |
| Conditions | Yield |
|---|---|
| With antimony pentafluoride at 300℃; |
- 306-94-5
octadecafluorodecahydronaphthalene (cis+trans)
| Conditions | Yield |
|---|---|
| In tetrahydrofuran byproducts: C10F14, C10F13; react. of Mn complex with large excess of perfluorodecalin (molar ratio1:19) in THF at 20°C; detd. by GC and GC/MS; | 95% |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran-d8 at 20℃; for 72h; | A n/a B 94% |
- 306-94-5
octadecafluorodecahydronaphthalene (cis+trans)
- 60470-36-2
2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoro-8-imino-3,4,5,6,7,8-hexahydro-2H-naphthalene-1,4a-diamine
| Conditions | Yield |
|---|---|
| With ammonia; mercury Irradiation; | 92% |
- 306-94-5
octadecafluorodecahydronaphthalene (cis+trans)
| Conditions | Yield |
|---|---|
| In tetrahydrofuran for 1h; Inert atmosphere; | 68% |
- 306-94-5
octadecafluorodecahydronaphthalene (cis+trans)
- 930-69-8
sodium thiophenolate
- 86831-17-6
octakis(phenylthio)naphthalene
| Conditions | Yield |
|---|---|
| With 1,3-dimethyl-2-imidazolidinone at 50 - 60℃; for 240h; | 65% |
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Production
C10F18
Consensus Reports
Specification
The Perfluorodecalin with the cas number 306-94-5, is also called (1) Naphthalene, octadecafluorodecahydro- ; (2)Octadecafluorodecahydronaphthalene ; (3) Perflunafeno ; (4) Perflunafenum ; (5) Perfluorodecahydronaphthalene ; (6) Perfluorodecalin ; (7)Naphthalene, 1,1,2,2,3,3,4,4,4a,5,5,6,6,7,7,8,8,8a-octadecafluorodecahydro-; (8) Naphthalene, decahydrooctadecafluoro- ; (9) Perflunafene. It belongs to the following product categories: (1)Purine; (2)Fluorous Chemistry; (3)Fluorous Solvents and so on.
Properties of Perfluorodecalin are: (1)ACD/LogP: 6.03 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): 6.03 ; (4)ACD/LogD (pH 7.4): 6.03 ; (5)ACD/BCF (pH 5.5): 22400.93 ; (6)ACD/BCF (pH 7.4): 22400.93 ; (7)ACD/KOC (pH 5.5): 45238.29 ; (8)ACD/KOC (pH 7.4): 45238.29 ; (9)#H bond acceptors: 0 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 0 ; (12)Polar Surface Area:Å2 ; (13)Index of Refraction: 1.295 ; (14)Molar Refractivity: 46.48 cm3 ; (15)Molar Volume: 251.8 cm3 ; (16)Polarizability: 18.42 ×10-24cm3 ; (17)Surface Tension: 15.4 dyne/cm ; (18)Density: 1.83 g/cm3 ; (19)Flash Point: 46.4 °C ; (20)Enthalpy of Vaporization: 36.46 kJ/mol ; (21)Boiling Point: 143.1 °C at 760 mmHg ; (22)Vapour Pressure: 6.8 mmHg at 25°C
People show a great interest in Perfluorodecalin for medical applications which utilizes its ability to dissolve large amounts of oxygen (100 ml of perfluorodecalin at 25°C will dissolve 49 ml of oxygen at STP. Perfluorodecalin being studied can be applied to to accelerate wound healing by providing extra oxygen to a specific location. Besides,oxygenated perfluorodecalin can prolong retention time of organs and tissues.
The Octafluoronaphthalene can be obtained from Perfluorodecalin with many condtions, for instance,(1) -70 deg C to rt for 1.5 hour(s) in tetrahydrofuran. Yield is 62 % . (2) Ambient temperature, for 12 hour(s) in diethyl ether. Yield is 53 %.
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Besides, Perfluorodecalin can generate Octafluoronaphthalene and Perfluortetralin with temperature 465°C. Yield is 10 %.
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You can still convert the following datas into molecular structure :
1. FC2(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)C(F)(F)C(F)(F)C2(F)F
2. InChI=1/C10F18/c11-1-2(12,5(17,18)9(25,26)7(21,22)3(1,13)14)6(19,20)10(27,28)8(23,24)4(1,15)16
The Perfluorodecalin toxic data can be showed in the following sheet.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 50mg/kg (50mg/kg) | Problemy Gematologii i Perelivaniia Krovi. Problems of Hematology and Blood Transfusion. Vol. 27(10), Pg. 8, 1982. | |
| mouse | LD50 | unreported | 30800mg/kg (30800mg/kg) | Bulletin of Experimental Biology and Medicine Vol. 90, Pg. 1513, 1980. | |
| rat | LC | inhalation | > 8647ppm/1H (8647ppm) | National Technical Information Service. Vol. PB81-156911, | |
| rat | LD | oral | > 100mL/kg (100mL/kg) | Personal Communication from Dr. G.F. May, BNFL Fluorochemicals Ltd., Bldg. 619, Springfields, Salwick, Preston, Lancashire PR4 OXJ. UK, Aug. 25, 1995.Vol. 25AUG1995, |