2734-13-6

Basic information

• Product Name: Dibenzobicyclo[2.2.2]octatriene
• Synonyms: 9,10-Dihydro-9,10-ethenoanthracene;9,10-Etheno-9,10-dihydroanthracene;Dibenzobarrelene;Dibenzobicyclo[2.2.2]octatriene
• CAS NO: 2734-13-6
• Molecular Formula: C₁₆H₁₂
• Molecular Weight: 204.2665
• Mol File: 2734-13-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 118.5-119 °C
• Boiling Point: 322.6°Cat760mmHg
• Flash Point: 155.5°C
• Appearance: /
• Density: 1.161g/cm³
• Vapor Pressure: 0.000522mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: Dibenzobicyclo[2.2.2]octatriene(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzobicyclo[2.2.2]octatriene(2734-13-6)
• EPA Substance Registry System: Dibenzobicyclo[2.2.2]octatriene(2734-13-6)

Safety Data

• Hazardous Substances Data: 2734-13-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H12/c1-2-6-12-11(5-1)15-9-10-16(12)14-8-4-3-7-13(14)15/h1-10,15-16H

Upstream product

• 17509-84-1 Cava's dimer 
• 262-89-5 dibenzo[a,e]cyclooctatetraene 
• 10075-93-1 N,N,N',N'-tetramethyl-1,6-pyrenediamine 
• 88132-63-2 racemic 1,2-bis(phenylsulfonyl)-9,10-ethanoanthracene 
• 95274-96-7 (E)-11,12-bis<(4-methylphenyl)sulfonyl>-9,10-dihydroethanoanthracene 
• 1625-81-6 9,10-dihydro-9,10-diethylanthracene-11,12-dicarboxylic acid 

Downstream Products

• 114721-61-8 (+/-)-trans-11-chloro-12-p-tolylsulfanyl-9,10-dihydro-9,10-ethano-anthracene 
• 120-12-7 anthracene 
• 2732-95-8 dibenzobicyclo<2.2.2>octane-cis-2,3-diol 
• 839-63-4 syn-8-bromo-endo-4-bromo-2,3:6,7-dibenzobicyclo<3,2,1>octa-2,6-diene 
• 6372-67-4 Dibenzobarrelenoxid 
• 2732-95-8 cis-2,3-Dihydroxy-dibenzo-bicyclo<3,2,1>octadien 
• 5675-64-9 <2,3:5,6>dibenzo<2.2.2>octa-2,5-diene 
• 2198-01-8 anti-8-chlorodibenzobicyclo <3.2.1> octa-3,6-dien-2-one 
• 65556-45-8 8-syn-Chlor-2-exo-hydroxy-dibenzobicyclo<3.2.1>octadien 
• 2198-06-3 4-Keto-dibenzo-bicyclo<3.2.1>octadein 
• 6226-49-9 syn-8-Phenylmercapto-dibenzobicyclo<3.2.1>octadien-exo-4-ol-acetat 
• 6226-49-9 anti-8-Methylmercapto-dibenzobicyclo<3.2.1>octadien-endo-4-ol-acetat 
• 6226-49-9 anti-8-Phenylmercapto-dibenzobicyclo<3.2.1>octadien-exo-4-ol-acetat 
• 1130055-85-4 C₂₉H₂₆O₆ 

Relevant articles and documents

Coplanar and stable derivatives of 13,14-didehydro- tribenzo[a,c,e]cyclooctene

5,6-Didehydro-1,1,14,14-tetramethyl-10,11-methano-1H- benzo[5,6]cycloocta[1,2,3,4-def]fluorene (2) and 5,6-didehydro-10,11-methano- 1H-benzo[5,6]cycloocta[1,2,3,4-def]fluorene-1,14-dione (3) have been synthesized. Structural investigation of these molecul

Synthesis and Pyrolysis of a Triafulvene Precursor

In view of retro-Diels-Alder reactions (RDA reactions), the triafulvene precursor 3 has been prepared in a simple three-step synthesis by dibromocarbene addition at dibenzo-barralene (11-->12; 44percent), halogen-Li exchange followed by methylation (12-->14, 100percent) and HBr elimination (14-->3, 62percent) Scheme 3).Reactivity of the so far unknown bridged 1,1-dibromocyclopropane 12 has been explored, including reductions, allylic rearrangements, and "carbene dimerizations" (Scheme 4).First experiments with respect to the thermal behaviour of 3 show that RDA reaction, although occuring in most cases, is not the predominant pathway.When 3 is heated in a sealed tube without solvent, two dimers 26 and 27 are isolated in a total yield of 55percent (Scheme 6).On the other hand, gas-phase pyrolysis of 3 at 400 deg mainly produces rearranged 28 (56percent; Scheme 7).It is assumed that bridged trimethylenemethane 29 is an essential intermediate in thermal rearrangements of 3 (Scheme 8).

A New and Practical Method of Decarboxylation: Photosensitized Decarboxylation of N-Acyloxyphthalimides via Electron-Transfer Mechanism

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