42846-36-6

Upstream product

• 1165952-92-0 cyclohexa-1,4-diene 

Downstream Products

• 71-43-2 benzene 
• 1165952-92-0 cyclohexa-1,4-diene 
• 58774-33-7 rac-(1R,3S,4S,6S)-3,4-dibromo-7-oxabicyclo[4.1.0]heptane 
• 137053-59-9 4-phenyl-1a,2,2a,5a,6,6a-hexahydro-3H-2,6-ethenooxireno[2,3-f ]isoindole-3,5(4H)-dione 
• 1488-25-1 benzene oxide 
• 80409-76-3 C₂₇H₂₂O₂ 
• 80409-79-6 C₂₇H₂₂O₂ 
• 80409-80-9 (2α,3aβ,5β,6α,7aβ)-5,6-dibromohexahydro-2-phenyl-1,3-benzodioxole 
• 80409-74-1 (2α,3aα,7aα)-3a,7a-dihydro-2-phenyl-1,3-benzodioxole 
• 95896-86-9 1-bromocyclohexa-1,4-diene 
• 58774-33-7 (4RS,5RS)-1,2-epoxy-4,5-dibromocyclohexane 
• 64287-98-5 [1R(S),2S(R),4S(R),5S(R)]-4,5-dibromocyclohexane-1,2-diol 

Relevant academic research and scientific papers

Merging shuttle reactions and paired electrolysis for reversible vicinal dihalogenations

Vicinal dibromides and dichlorides are important commodity chemicals and indispensable synthetic intermediates in modern chemistry that are traditionally synthesized using hazardous elemental chlorine and bromine. Meanwhile, the environmental persistence of halogenated pollutants necessitates improved approaches to accelerate their remediation. Here, we introduce an electrochemically assisted shuttle (e-shuttle) paradigm for the facile and scalable interconversion of alkenes and vicinal dihalides, a class of reactions that can be used both to synthesize useful dihalogenated molecules from simple alkenes and to recycle waste material through retro-dihalogenation. The reaction is demonstrated using 1,2-dibromoethane, as well as 1,1,1,2-tetrachloroethane or 1,2-dichloroethane, to dibrominate or dichlorinate, respectively, a wide range of alkenes in a simple setup with inexpensive graphite electrodes. Conversely, the hexachlorinated persistent pollutant lindane could be fully dechlorinated to benzene in soil samples using simple alkene acceptors.

Base-Mediated Fragmentation of Bicyclic Dihydro-3,6-oxazines: Transformation of Nitroso Diels-Alder Cycloadducts

Nitroso Diels-Alder cycloadditions of benzene oxide with various acyl-nitroso derivatives are described. Treatment of these cycloadducts with methyllithium results in a fast fragmentation reaction, leading to highly functionalized cyclic amino alcohols. T

An efficient and highly stereoselective synthesis of gala-Quercitol from 1,4-cyclohexadiene

gala-Quercitol was synthesized from 1,4-cyclohexadiene in seven steps and overall yield of 68%. Reaction of 5,6-dibromo-2,2-dimethylhexahydro-1,3-benzodioxole, synthesized from 1,4-cyclohexadiene in three steps, with excess NaOMe gave (3aα,5α,7aα)-5-metho

Cycloallenes, 13. - Cyclohexa-1,2,4-triene from 1-bromocyclohexa-1,4- diene

1-Bromocyclohexa-1,4-diene (3) was prepared from trans-4,5- dibromocyclohexene by elimination of hydrogen bromide. Treatment of a solution of 3 in furan or 2,5-dimethylfuran with KOtBu afforded the tetrahydroepoxynaphthalenes 4 and 5, respectively. The st