5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene

Base Information

• Chemical Name: 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene
• CAS No.: 53397-65-2
• Molecular Formula: C16H8
• Molecular Weight: 200.24
• Mol file: 53397-65-2.mol

Synonyms:dibenzocycloocta-4a,6a-diene-5,11-diyne;5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene;sym-dibenzo-1,5-cyclooctadiene-3,7-diyne;5,6,11,12-tetradehydrodibenzo[a,e][8]annulene;sym-Dibenzo-1,5-cyclooctadien-3,7-diin;dibenzocyclooctadiyne;5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctatetraene;Dibenzo(a,e)cyclooctene,5,6,11,12-tetradehydro;dibenzocycloocta[a,e]diyne;Dibenzo[a,e]cyclooctadien-5,11-diyne;

Chemical Property of 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Melting Point: 110°C(dec.)(lit.)
• Boiling Point: 377.9°Cat760mmHg
• Flash Point: 173.8°C
• PSA: 0.00000
• Density: 1.22g/cm³
• LogP: 2.79960
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene (cas# 53397-65-2) is a useful reagent for efficiently preparing polymer dimers.

Technology Process of 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene

There total 22 articles about 5,6,11,12-Tetradehydrodibenzo[a,e]cyclooctene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

5,11-bis-benzenesulfonyl-dibenzo[a,e]cyclooctene (468751-39-5) → sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (53397-65-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1002/1521-3765(20020503)8:9<2000::AID-CHEM2000>3.0.CO;2-B

Reference yield: 94.0%

5,11-bis(phenylsulfonyl)dibenzo[a,e][8]annulene (468751-39-5) → sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (53397-65-2)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1039/c5cc08106h

Reference yield: 90.0%

dibenzo[a,e]dicyclopropa[c,g][8]annulene-1,6-dione → sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (53397-65-2) + 6,7-dehydrodibenzo[a,e]cyclopropa[c][8]annulen-1-one

Guidance literature:

In methanol; dichloromethane; for 0.00666667h; Irradiation;

DOI:10.1021/acs.joc.6b01545

upstream raw materials:

5,6,11,12-Tetrabromo-5,6,11,12-dihydrodibenzocyclooctene

5,6,11,12-Tetrabromdibenzocycloocten

ortho-(phenylsulfonylmethyl)benzaldehyde

5,11-bis-benzenesulfonyl-dibenzo[a,e]cyclooctene

Downstream raw materials:

C₄₂H₂₈N₄

C₄₈H₃₂N₄O₄

C₅₀H₃₀N₂O₂

2,10-diphenyl-2H,10H-2,10-diaza-tetraphenylene-3,11-dione