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- https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/16%3A_Chemistry_of_Benzene_-_Electrophilic_Aromatic_Substitution/16.02%3A_Electrophilic_Aromatic_Substitution_Reactions_-_Brominationwrite the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understand...write the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understanding electrophilic aromatic substitution. In the first, slow or rate-determining, step the electrophile forms a sigma-bond to the benzene ring, generating a positively charged arenium intermediate.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_I_(Liu)/09%3A_Free_Radical_Substitution_Reaction_of_Alkanes/9.04%3A_Chlorination_vs_BrominationThe relative reaction rate of bromination for different radical is shown here, and you can see the big difference to that of chlorination: Therefore bromination usually occurs selectively on the most ...The relative reaction rate of bromination for different radical is shown here, and you can see the big difference to that of chlorination: Therefore bromination usually occurs selectively on the most reactive position (the position that forms the most stable carbon radical intermediate), and gives one major product exclusively, as the example here for bromination of isobutane.
- https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/16%3A_Chemistry_of_Benzene_-_Electrophilic_Aromatic_Substitution/16.02%3A_Electrophilic_Aromatic_Substitution_Reactions_-_BrominationWhen a reagent such as HCl adds to an alkene, the electrophilic hydrogen ion approaches the π electrons of the double bond and forms a bond to one carbon, leaving a positive charge at the other carbon...When a reagent such as HCl adds to an alkene, the electrophilic hydrogen ion approaches the π electrons of the double bond and forms a bond to one carbon, leaving a positive charge at the other carbon. Figure 16.2: A comparison of the reactions of an electrophile (E + ) with an alkene and with benzene: Δ G ‡ alkene < Δ G ‡ benzene Δ G ‡ alkene < Δ G ‡ benzene . The benzene reaction is slower than the alkene reaction because of the stability of the aromatic ring.
- https://chem.libretexts.org/Courses/University_of_Connecticut/Chem_2444%3A_(Second_Semester_Organic_Chemistry)_UConn/04%3A_Electrophilic_Aromatic_Substitution_Reactions/4.01%3A_Chemistry_of_Benzene_-_Electrophilic_Aromatic_Substitution/4.1.02%3A_Electrophilic_Aromatic_Substitution_Reactions_-_Brominationwrite the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. In the first, slow or rate-determining, step the electrophile forms a sigma-bond to the be...write the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. In the first, slow or rate-determining, step the electrophile forms a sigma-bond to the benzene ring, generating a positively charged arenium intermediate. The second step of alkene addition reactions proceeds by the first mode, and any of these three reactions may exhibit molecular rearrangement if an initial unstable carbocation is formed.
- https://chem.libretexts.org/Courses/University_of_Alberta_Augustana_Campus/AUCHE_252_-_Organic_Chemistry_II/08%3A_Electrophilic_Aromatic_Substitutions/8.02%3A_Electrophilic_Aromatic_Substitution_Reactions_-_BrominationIn the first, slow or rate-determining, step the electrophile forms a sigma-bond to the benzene ring, generating a positively charged arenium intermediate. The second step of alkene addition reactions...In the first, slow or rate-determining, step the electrophile forms a sigma-bond to the benzene ring, generating a positively charged arenium intermediate. The second step of alkene addition reactions proceeds by the first mode, and any of these three reactions may exhibit molecular rearrangement if an initial unstable carbocation is formed.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/16%3A_Chemistry_of_Benzene_-_Electrophilic_Aromatic_Substitution/16.01%3A_Electrophilic_Aromatic_Substitution_Reactions_-_BrominationBefore seeing how electrophilic aromatic substitutions occur, let’s briefly recall what we said in the chapter on Alkenes: Structure and Reactivity about electrophilic alkene additions. When a reagent...Before seeing how electrophilic aromatic substitutions occur, let’s briefly recall what we said in the chapter on Alkenes: Structure and Reactivity about electrophilic alkene additions. When a reagent such as HCl adds to an alkene, the electrophilic hydrogen ion approaches the π electrons of the double bond and forms a bond to one carbon, leaving a positive charge at the other carbon. This carbocation intermediate then reacts with the nucleophilic Cl– ion to yield the addition product.
- https://chem.libretexts.org/Courses/Winona_State_University/Klein_and_Straumanis_Guided/19%3A_Aromatic_Substitution_Reactions/19.14%3A_Electrophilic_Aromatic_Substitution_Reactions_-_Brominationwrite the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understand...write the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understanding electrophilic aromatic substitution. In the first, slow or rate-determining, step the electrophile forms a sigma-bond to the benzene ring, generating a positively charged benzenonium intermediate.
- https://chem.libretexts.org/Ancillary_Materials/Demos_Techniques_and_Experiments/Lecture_Demonstrations/Additional_Demos/Bromination_of_Bacon_FatA fried piece of bacon is added to the flask. The piece of bacon is visibly discolored. Many of the "saturated" fats found in nature aren't completely saturated. Free fatty acids in nature are usually...A fried piece of bacon is added to the flask. The piece of bacon is visibly discolored. Many of the "saturated" fats found in nature aren't completely saturated. Free fatty acids in nature are usually tied up in the forms of esters or amides. Fatty acid hydrocarbon chains are harder to pack into a crystal lattice when they are unsaturated. when a solid can be formed), the mixture of fatty acids is called a fat, while mixtures that cannot form lattices are called oils.
- https://chem.libretexts.org/Courses/Providence_College/Organic_Chemistry_I/11%3A_Synthesis_and_Reactivity_of_Alkynes/11.03%3A_Cycloaddition_Reactions_of_AlkynesThe mechanism is quite complex but is thought to proceed via a [2+1] cycloaddition of the alkyne to give a bridged bromonium ion intermediate that contains a double bond – a highly reactive intermedia...The mechanism is quite complex but is thought to proceed via a [2+1] cycloaddition of the alkyne to give a bridged bromonium ion intermediate that contains a double bond – a highly reactive intermediate. Halohydration – This will result in the formation of an α-haloketone formed by addition of water and a halogen across the triple bond. Oxymercuration – This will result in the formation of a ketone, formed by Markovnikov addition of water across the triple bond.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_II_(Morsch_et_al.)/16%3A_Chemistry_of_Benzene_-_Electrophilic_Aromatic_Substitution/16.01%3A_Electrophilic_Aromatic_Substitution_Reactions_-_Brominationwrite the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understand...write the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understanding electrophilic aromatic substitution. In the first, slow or rate-determining, step the electrophile forms a sigma-bond to the benzene ring, generating a positively charged arenium intermediate.
- https://chem.libretexts.org/Courses/Smith_College/CHM_223_Chemistry_III%3A_Organic_Chemistry_(2024)/11%3A_Chemistry_of_Benzene_-_Electrophilic_Aromatic_Substitution/11.02%3A_Electrophilic_Aromatic_Substitution_Reactions_-_Brominationwrite the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understand...write the detailed mechanism for the reaction of bromine with benzene in the presence of a suitable catalyst. The Mechanism for Electrophilic Substitution Reactions of Benzene is the key to understanding electrophilic aromatic substitution. In the first, slow or rate-determining, step the electrophile forms a sigma-bond to the benzene ring, generating a positively charged arenium intermediate.
