HCID 12938789, compound → Diphenylmethane

HRID 1262743Notes

Reaction equation

HRID 1262743 reaction equation
F[C:2]1([C:18]([C:21]2(F)[C:26](F)(F)[C:25](F)(F)[C:24](F)(F)[C:23](F)(F)[C:22]2(F)F)(F)F)[C:7](F)(F)[C:6](F)(F)[C:5](F)(F)[C:4](F)(F)[C:3]1(F)F>FC1C(F)=C(F)C(F)=C(F)C=1F>[C:2]1([CH2:18][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 12938789HCID 12938789, compound

Product 1

HCID 7580Diphenylmethane

Reagents, catalysts & solvents 1

HCID 9805HexafluorobenzeneSolvent

Procedure

Diphenylmethane (0.24 g) was placed in a reactor chamber and contacted with helium and fluorine according to the reaction conditions listed in Table 2. Bis(perfluorocyclohexyl) difluoromethane was obtained in 93% yield (0.72 g) by recrystallization in hexafluorobenzene (C6F6). 19F NMR of the product dissolved in C6F6 gave two broad multiplets centered around +120 and +180 ppm from CFCl3 which integrated for eleven and one, respectively. Infrared analysis utilizing a KBr disk gave absorptions at 1180 (broad), 1000 (m), 960 (m), 500 (w), and 480 (w) cm-1. The highest molecular weight fragment observed in the mass spectrum m/e 331, corresponded to the parent minus one perfluorophenyl. Freezing point depression of bis(perfluorocyclohexyl) difluoromethane in C6F6 gave a moleculr weight of 550 g/mol (theoretical: 612 g/mol).

Workup

  1. customgave a moleculr weight of 550 g/mol (theoretical: 612 g/mol)

Sources & evidence

ORD record
ord-7dca4e32e89d453caf76d2449e365799
Source dataset
uspto-grants-1984_06
Patent number
US04453028

Reaction notes

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