Tropylium tetrafluoroborate

Tropylium tetrafluoroborate is an organic compound with the formula [C7H7]+[BF4]. Containing the tropylium cation and the non-coordinating tetrafluoroborate counteranion, tropylium tetrafluoroborate is a rare example of a readily isolable carbocation. It is a white solid.[1]

Tropylium tetrafluoroborate
Names
Preferred IUPAC name
Cycloheptatrienylium tetrafluoroboranuide
Other names
Cycloheptatrienyl tetrafluoroborate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.043.816 Edit this at Wikidata
EC Number
  • 248-214-5
UNII
  • InChI=1S/C7H7.BF4/c1-2-4-6-7-5-3-1;2-1(3,4)5/h1-7H;/q+1;-1
    Key: SQVQHTIKOZVGLR-UHFFFAOYSA-N
  • F[B-](F)(F)F.c1[cH+]ccccc1
Properties
[C7H7]+[BF4]
Molar mass 177.94 g·mol−1
Appearance white solid
Melting point 200 °C (392 °F; 473 K) decomposition
Hazards
GHS labelling:
GHS05: Corrosive
Danger
H314
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
Related compounds
Other anions
Tetrafluoroborate
Other cations
Tropylium
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

This compound may be prepared by the reaction of cycloheptatriene with phosphorus pentachloride, followed by tetrafluoroboric acid.[1][2]

See also

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References

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  1. ^ a b Kenneth Conrow (1963). "Tropylium Tetrafluoroborate". Org. Synth. 43: 101. doi:10.15227/orgsyn.043.0101.
  2. ^ Kane, John L.; Danheiser, Rick L. (2001). "Tropylium Tetrafluoroborate". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rt429. ISBN 0-471-93623-5.