53397-66-3

Usage

InChI:InChI=1/C16H10/c1-2-6-14-11-12-16-8-4-3-7-15(16)10-9-13(14)5-1/h1-10H/b10-9u,13-9-,15-10-

Upstream product

• 53334-15-9 5,6-dibromo-5,6-dihydrodibenzocyclo-octene 
• 53334-16-0 5-Bromodibenzocyclooctene 
• 3111-86-2 5-oxo-5,6-dihydrodibenzocyclooctene 
• 2222-33-5 dibenzosuberenon 

Downstream Products

• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 104699-35-6 1,4-Bistribenzocyclooctene 
• 53397-65-2 sym-dibenzo-1,5-cyclooctadiene-3,7-diyne 
• 1460-59-9 5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene 

Relevant academic research and scientific papers

An efficient synthesis of dibenzocycloocta-4a,6a,-diene-5,11-diyne and its precursors

Two efficient syntheses of dibenzocyclooctadienediyne 1 were developed employing known reactions, which utilize commercially available reagents. Both methods are an improvement on known syntheses resulting in 41% and 43% overall yields. The latter method also offers an efficient synthesis of dibenzocyclooctatetraene 9, which is one of the key reagents now commercially unavailable.

Synthesis and Reactions of 3,4-Bis(trimethylsilyl)furan: Diels-Alder Cycloaddition, Friedel-Crafts Acylation, and Regiospecific Conversion to 3,4-Disubstituted Furans

As a versatile building block, 3,4-bis(trimethylsilyl)furan (1), conveniently obtained through a Diels-Alder reaction between 4-phenyloxazole and bis(trimethylsilyl)acetylene, was able to undergo Diels-Alder cycloadditions with dienophiles.In two separate

1-Substituted and 1,4-Disubstituted Tribenzocyclooctenes

Diels-Alder cycloaddition between 5,6-didehydrodibenzocyclooctene and various furans leads to endoxides which are deoxygenated by low valent titanium to 1-substituted and 1,4-disubstituted tribenzocyclooctenes.Some chemical transformations of these new class of compounds are also reported.

Crystal Structure of 5,6-Didehydrodibenzocyclo-octene

The structure of 5,6-didehydrobenzocyclo-octene C16H10 has been determined from single-crystal X-ray analysis by direct methods.The crystals are monoclinic, space group P21/c, Z=8, a=10.130(7), b=12.434(2), c=17.031(5) Angstroem, β=99.05(4) grad.Full-matrix least-squares refinement based on 1517 reflexions with intensities I>2?(I) and 527 non-significant ones in the range 2?(I)>I>?(I) converged to R(Rw)=0.053 (0.064) without and to R(Rw)=0.086 (0.066) including non-significant reflexions.The geometry of the two independent molecules A and B is slightly different, A being planar within 0.031 Angstroem, B within 0.174 Angstroem.The benzene rings in B are titled by 9.9 grad.The mean angular deformation of the acetylenic bonds is 26.0 grad.