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] 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.

Dibenzocycloheptene
Skeletal formula of dibenzocycloheptene
Ball-and-stick model of the dibenzocycloheptene molecule
Names
Preferred 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
UNII
  • InChI=1S/C15H14/c1-3-7-14-11-15-8-4-2-6-13(15)10-9-12(14)5-1/h1-8H,9-11H2
  • c1cc3c(cc1)Cc2c(cccc2)CC3
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

Numbering System
Dibenzosuberane numbering system

See also

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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