Name | decafluorobiphenyl |
Synonyms | Decafluorobiph PERFLUOROBIPHENYL Perfluorobiphenyl perfluorodiphenyl DECAFLUOROBIPHENYL decafluorobiphenyl biphenyl, decafluoro- Biphenyl, decafluoro- perfluoro-1,1'-biphenyl decafluoro-1,1'-biphenyl 1,1'-Biphenyl,decafluoro- 1,1'-biphenyl,decaf luoro- 5-fluoroquinazolin-4(1H)-one 2,2',3,3',4,4',5,5',6,6'-Decafluoro-1,1'-biphenyl 2, 2',3,3',4,4',5,5',6,6'-decafluoro-1,1'-biphenyl |
CAS | 434-90-2 |
EINECS | 207-107-3 |
InChI | InChI=1/C8H5FN2O/c9-5-2-1-3-6-7(5)8(12)11-4-10-6/h1-4H,(H,10,11,12) |
InChIKey | ONUFSRWQCKNVSL-UHFFFAOYSA-N |
Molecular Formula | C12F10 |
Molar Mass | 334.11 |
Density | 1,785 g/cm3 |
Melting Point | 68-70°C(lit.) |
Boling Point | 206°C(lit.) |
Flash Point | 206°C |
Water Solubility | Insoluble in water. |
Solubility | Chloroform (Slightly), Methanol (Slightly) |
Vapor Presure | 0.000384mmHg at 25°C |
Appearance | Crystalline Solid |
Color | White |
BRN | 1916978 |
Storage Condition | room temp |
Stability | Stable. Incompatible with strong oxidizing agents. |
Refractive Index | 1.3170 (estimate) |
MDL | MFCD00000292 |
Physical and Chemical Properties | Melting Point: 68-70°C(lit.) Boiling Point: 206°C(lit.) density: 1.785g/cm3 flash point: 206°C |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R63 - Possible risk of harm to the unborn child R43 - May cause sensitization by skin contact R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R45 - May cause cancer R67 - Vapors may cause drowsiness and dizziness R40 - Limited evidence of a carcinogenic effect |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37 - Wear suitable protective clothing and gloves. S23 - Do not breathe vapour. S53 - Avoid exposure - obtain special instructions before use. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
UN IDs | UN 3152 9/PG 2 |
WGK Germany | 3 |
HS Code | 29039990 |
Hazard Note | Irritant |
Hazard Class | 9 |
Packing Group | II |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
application | the application fields of perfluorobiphenyl are mainly concentrated in petrochemical, microelectronic manufacturing, mechanical manufacturing, aerospace and other fields. In addition, perfluorobiphenyls are used in the automotive industry, aerospace and other fields. The rapid development of the automobile industry has promoted the rapid development of the perfluorobiphenyl industry. Perfluorobiphenyl is widely used in the manufacture of automobile engine oil hoses and the synthesis of sealing materials. Among them, the matrix used in fluorine coatings is mainly perfluorobiphenyl, such as PTFE coatings, room temperature curing PEVE fluorocarbon coatings and PVDF fluorocarbon coatings, etc. These materials are widely used in the construction industry, marine antifouling and optical fiber coatings and other fields. |
synthesis method | add CuBr · SMe2(0.0013g,0.0060 mmol) to a 4 mL drying vial equipped with a stirring rod. The vial is sealed with a rubber diaphragm. Then empty the sealed vial and fill it with argon three times, then add anhydrous THF(0.60 mL), phenylethynyl magnesium bromide (1.0 M in THF)(0.30 mL,0.30 mmol) and (cyclohexylmethyl) magnesium bromide. Subsequently, di-tert-butyl diazinone (1)(0.0562g,0.33 mmol) was added to the stirred mixture. The reaction mixture was vigorously stirred at room temperature for 3 hours under argon, concentrated and purified by rapid chromatography (silica gel, pentane). 4g of cross-coupled product is colorless oil (0.0482g,81%). White solid perfluorobiphenyl (0.0477g,58%) was obtained. Melting point 112-113°C (melting point 116-118°C);IR (pure) 160714831249979 cm-1;1H nuclear magnetic resonance (300 MHz,CDCl3)δ7.40-7.33(m,2H),7.05-6.99(m,2AH),3.87(s,3H);19F nuclear magnetic resonance (282 MHz,CDCl3)δ-143.7(dd,J F = 23.1,7.9Hz,2F),-156.6(t,J F = 20.9Hz,1F),-162.6(td,J F = 23.1,7.9Hz,2F; HRMS calculation for C13H7F5O(M +): 274.0412; Discovery: 274.0409. Figure Synthesis route of perfluorobiphenyl |