Cycloheptatrienylium bromide

Figure 15.7 Reaction of cycloheptatriene with bromine yields cycloheptatrienylium bromide, an ionic substance containing the cycioheptatrienyl cation. The electrostatic potential map shows that all seven carbon atoms are equally charged and electron-poor blue).

Cycloheptatrienylium bromide, instead of having the properties of a typical covalent organic halide, melts at 203°, is strongly deliquescent, miscible with water, and insoluble in the less polar organic solvents. The infrared spectrum is a simple one consistent with the high degree of symmetry postulated for the ion. 

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