Dibenzocycloheptene

Preferably called dibenzosuberane (other less common names are Dibenzocycloheptene and dibenzocycloheptadiene) is a tricyclic chemical compound featuring two benzene rings bound to a cycloheptene group. It is an occasional motif in synthetic organic chemistry.[1]

Dibenzocycloheptene
Names
IUPAC name
10,11-dihydro-5H-dibenzo[a,d][7]annulene
Other names
10,11-dihydro-5H-dibenzo[a,d]cycloheptene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.482
Properties
C15H14
Molar mass 194.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Various tricyclic antidepressants (TCAs) contain the dibenzocycloheptene moiety in their chemical structures, including amineptine, amitriptyline, amitriptylinoxide, butriptyline, demexiptiline, nortriptyline, noxiptiline, and protriptyline. Cyclobenzaprine, a skeletal muscle relaxant, also contains this functional group.

Numbering System

Dibenzosuberane numbering system

See also

SIR 117 (Swedish)

References

  1. Chen, Chien-Tien; Chou, Y-Chen (2000). "C2-Symmetric Dibenzosuberane-Based Helicenes as Potential Chirochromic Optical Switches". Journal of the American Chemical Society. 122 (32): 7662–7672. doi:10.1021/ja993297d.
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