7,8-Dibromobicyclo[4.2.0]octa-1,3,5-triene

Base Information

• Chemical Name: 7,8-Dibromobicyclo[4.2.0]octa-1,3,5-triene
• CAS No.: 22250-72-2
• Molecular Formula: C8H6Br2
• Molecular Weight: 261.944
• Hs Code.: 2903890090
• Mol file: 22250-72-2.mol

Synonyms:1,2-dibromocyclobutabenzene;1,2-dibromo-1,2-dihydrobenzocyclobutene;trans-7,8-dibromocyclobutabenzene;trans-1,2-dibromobenzocyclobutene;trans-1,2-dibromo-1,2-dihydrobenzocyclobutane;trans-1,2-Dibrombenzocyclobuten;trans-1,2-dibromo-1,2-dihydrobenzocyclobutene;

Chemical Property of 7,8-Dibromobicyclo[4.2.0]octa-1,3,5-triene

Chemical Property:

• PSA: 0.00000
• LogP: 3.57220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7,8-Dibromobicyclo[4.2.0]octa-1,3,5-triene

There total 8 articles about 7,8-Dibromobicyclo[4.2.0]octa-1,3,5-triene 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: 65.0%

1,2-bis(dibromomethyl)benzene (13209-15-9) → cis-dibromocyclobutabenzene (18610-18-9) + trans-1,2-dibromobenzocyclobutene (14420-75-8,18610-18-9,22250-72-2)

Guidance literature:

With nickel; In N,N-dimethyl-formamide; at 85 - 90 ℃; for 24h; Yields of byproduct given; other reagents: (Bu₃P)2Ni(COD), NaI, KI, Zn, Mg, Na-ascorbate;

DOI:10.1021/jo9516852

Reference yield:

1,2-bis(dibromomethyl)benzene (13209-15-9) → o-xylene (95-47-6) + benzocyclobutene (694-87-1) + dibenzo[a,e]cyclooctatetraene (262-89-5) + 7,8-Dibromobicyclo<4.2.0>octa-1,3,5-trien (22250-72-2)

Guidance literature:

With tris(ammonia)chromium tricarbonyl; In 1,4-dioxane; at 101 ℃; for 3.5h; Title compound not separated from byproducts;

Reference yield:

1,2-bis(dibromomethyl)benzene (13209-15-9) → trans-1,2-dibromobenzocyclobutene (14420-75-8,18610-18-9,22250-72-2)

Guidance literature:

With ethanol; sodium iodide;

DOI:10.1021/ja01564a048

upstream raw materials:

1,2-bis(dibromomethyl)benzene

1,3,5,7-cyclooctatetraene

α,α'-dibromo-o-xylene

Downstream raw materials:

3-p-tolyl-3a,7b-dihydro-benzo[3,4]cyclobuta[1,2-d]isoxazole

3-phenyl-(3ar,7bc)-3a,7b-dihydro-benzo[3,4]cyclobuta[1,2-d]isoxazole

3-(4-methoxy-phenyl)-(3ar,7bc)-3a,7b-dihydro-benzo[3,4]cyclobuta[1,2-d]isoxazole

1,4,4a,8b-tetrahydro-1,4-dimethyl-2,3-diphenyl-1,4-methanobiphenylen-9-one

Refernces

• 1、 Wey, Hans G.,Butenschoen, Holger. "Reductive Coupling by Chromium(0) - (Bibenzyl)- and (Stilbene)tricarbonylchromium(0) Complexes by a One-Pot Reaction from Benzylic Halides". . p. 93 - 99. Retrieved 2007/10/02.