694-90-6

Usage

Uses

Used in Organic Synthesis:
2-BROMOBICYCLO[2.2.1]HEPT-2-ENE is used as a reagent in various chemical reactions for the synthesis of other organic compounds. Its unique bicyclic structure makes it a versatile building block in the creation of a wide range of organic molecules.
Used in Chemical Research:
In the field of chemical research, 2-BROMOBICYCLO[2.2.1]HEPT-2-ENE is utilized as a reagent to study the properties and reactions of brominated hydrocarbons. This helps scientists to better understand the behavior of these compounds and develop new methods for their synthesis and application.
Used in Pharmaceutical Industry:
2-BROMOBICYCLO[2.2.1]HEPT-2-ENE is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Environmental Monitoring:
Due to its hazardous nature, 2-BROMOBICYCLO[2.2.1]HEPT-2-ENE is also used in environmental monitoring to detect and measure its presence in various samples. This helps in assessing the potential risks associated with its release into the environment and taking necessary precautions to mitigate them.

Upstream product

• 2843-42-7 2-exo,3-endo-dibromonorbornane 
• 498-66-8 norborn-2-ene 
• 85202-08-0 2,2-dibromobicyclo<2.2.1>heptane 
• 32346-69-3 1R(S),2S(R),4S(R),7R(S)-2,7-dibromobicyclo[2.2.1]heptane 
• 75267-72-0 2,3-dibromobicyclo[2.1.1]hept-2-ene 
• 497-38-1 Norbornan-2-on 

Downstream Products

• 4237-08-5 2-phenylnorborn-2-ene 

Relevant academic research and scientific papers

An efficient protocol for the synthesis of brominated norbornene, norbornadiene, and benzonorbornadiene

An efficient protocol for the synthesis of 2-bromonorbornene, 2-bromonorbornadiene, 2-bromoben- zonor-bornadiene, 2,3-dibromonorbornene, 2,3-dibromonorbornadiene, and 2,3-dibromobenzonorbornadiene in good yields has been developed. 1,2-Dibromotetrachloroethane is used as the brominating agent for these reactions. The results are discussed in comparison with alternative methods in the literature.

Palladium-catalyzed hydrophenylation of bicyclic alkenes

Palladium-catalyzed hydrophenylation reactions of bicyclic alkenes were investigated. These reactions were found to be completely chemo- and stereoselective, giving only exo products on the less substituted double bonds of bicyclic alkenes in moderate to good yields. For unsymmetrical bicyclic alkenes, regioselectivities of 52:48 to 100:0 were observed with various substituents on the bicyclic alkenes.

Trisannelated Benzenes by Cyclotrimerization of Bromostannylalkenes

Keywords: aromaticity; C-C coupling; cyclotrimerizations; synthetic methods; tin

DEOXYGENATION OF ALDEHYDES AND KETONES; A NEW GENERAL REACTION OF DIBROMOCARBENE AND DIBROMOCARBONYL YLIDES

The treatment of a variety of aldehydes and ketones with phenyl(tribromomethyl)mercury results in the production of carbon monoxide from the deoxygenation of the carbonyl group by dibromocarbene.

Dibromocarbonyl Ylides. Deoxygenation of Aldehydes and Ketones by Dibromocarbene

The reaction of phenyl(tribromomethyl)mercury (4) with benzaldehyde-α-13C results in benzal-α-13C bromide and CO.The generality of this deoxygenation was shown by treatment of other aldehydes and ketones with mercurial 4 (1.8:1, benzene, 80 deg C, 4 h): , Ph (46), Et (35), i-Pr (39), t-Bu (19); Ph, Ph (6), Ph, Me (15), Me, Me (16), Et, n-Bu (19), Me, c-C3H5 (20), c-C3H5, c-C3H5 (20), cyclohexanone (38), cyclopentanone (19), norcamphor (46).Additional products in selected cases include (for acetophenone) α-bromostyrene, (for cyclohexanone) 1-bromocyclohexene and 1,1-dibromocyclohexane, (for norcamphor) 2,2-dibromonorbornane, 1,2-dibromonorbornane, 2-bromo-2-norbornene and 1-bromonorbornene, and (for pivaldehyde) 1,1-dibromo-2,2-dimethylpropane.The yields of CO from the treatment of a series of benzaldehydes with mercurial 4 (1.8:1 benzene, 80 deg C, 20 h) are given in parentheses: ArCHO (percent CO), 4-MeO (81), 4-Me (61), 3-Me (55), H (50), 4-F (46), 3-MeO (58), 4-Cl (46), 4-Br (47), 3-Cl (34), 3,4-Cl2 (27).A Hammett-type correlation of log (yield)/(yield)0 vs. ? gave ρ = -0.50 (r = 0.94).